Antibiotic compounds derived from cephalosporins, process for their production and pharmaceutical compositions

ABSTRACT

The compounds according to the invention correspond to the formula: ##STR1## in which: The COOA group at the 4 position is an acid radical, or an alkaline or alkaline-earth salt, or an amino acid or amine salt, for example triethylamine or ethanolamines, or an easily hydrolyzable or metabolically labile and pharmaceutically acceptable ester radical. 
     X denotes an oxygen atom or a sulfur atom 
     n is zero or 1 
     R 1  and R 2  each denote independently hydrogen or a lower alkyl group, preferably a methyl group, or 
     R 1  and R 2  taken together with the carbon atom to which they are linked form a cyclobutyl or cyclopentyl nucleus. 
     B is the residue of a primary or secondary amine.

The present invention relates to derivatives of the cephalosporin family, the process for their preparation and their therapeutic use.

The compounds according to the invention correspond to the formula: ##STR2## in which: The COOA group at the 4 position is an acid radical, or an alkaline or alkaline-earth salt, or an amino acid or amine salt, for example triethylamine or ethanolamines, or an easily hydrolyzable or metabolically labile and pharmaceutically acceptable ester radical.

X denotes an oxygen atom or a sulfur atom

n is zero or 1

R₁ and R₂ each denote independently hydrogen or a lower alkyl group, preferably a methyl group, or

R₁ and R₂ taken together with the carbon atom to which they are linked form a cyclobutyl or cyclopentyl nucleus.

B is the residue of a primary or secondary amine selected by the following groups:

Z--NH--R where Z is an alkylene group with a straight or branched chain having from 2 to 7 carbon atoms, possibly interrupted by a sulfur atom and possible substituted by a hydroxyl, thiol, methylthio, amino, acetamido, carbamoyl, phenyl, hydroxyphenyl or imidazolyl group.

Z can also be a cyclopentylidene or cyclohexylidene group. R represents a hydrogen atom or an alkyl group having from 1 to 3 carbon atoms.

Z'--Alk--NH--R where Z' represents a 1,2-phenylene or 1,3-phenylene or 1,4-phenylene group possibly substituted by a halogen atom or by 1 or 2 methoxy groups or by 1, 2 or 3 methyl groups or Z' represents a 1,2-cyclohexylene, 1,3-cyclohexylene or 1,4-cyclohexylene group.

Alk represents a straight or branched alkyl group having from 1 to 3 carbon atoms.

R is as defined above. ##STR3## where Z' is as defined above.

Y denotes an alkyl group (CH₂)_(m) in which m=0, 1, 2, 3 or 4, a branched alkyl group having 2 or 3 carbon atoms or also Y with NH--R" constitutes a ring ##STR4## R' and R", identical or different, have the same meaning as that given for R above.

Z"--NH--R where Z" is a 1,3-cyclohexylene or 1,4-cyclohexylene and R is as previously defined. ##STR5## where R₃ represents a hydrogen atom or a methyl group. n=0 or 1 and Alk and R are as previously defined.

A 2-piperidyl, 3-piperidyl or 4-piperidyl group possibly substituted on the nitrogen atom by a --CO--Alk--NH₂ group ##STR6## where Alk is as previously defined.

The salts that the compounds of Formula 1 can give with pharmaceutically acceptable acids form an integral part of the invention.

As a result of the presence in the formula of an oxime group, the compounds (I) exist in two isomeric forms syn and anti. The syn isomers whose therapeutic activity is higher are the preferred compounds.

It is understood that the compounds (I) indicated above can exist:

either in the form indicated in Formula (I),

or in tautomeric form (I'): ##STR7## in which A, X, R₁, R₂, B and n have the previously indicated meanings.

The invention also relates to a process for the preparation of compounds of Formula (I).

According to the reaction diagram below, this process consists of first of all acylating 4-tertiobutyl-1-S-oxide 7-amino-3-bromomethyl-3-cepheme carboxylate (II) with the acid (III) to obtain the compound (IV) described in European patent application No. 60,745. To the compound TV, is then added the acid B--(CH₂)_(n) --COOH or the thioacid B(CH₂)_(n) COSH whose amine function must be previously protected, according to a known method, by a protective group like tertiobutoxycarbonyl or trichlorethoxycarbonyl, for example, B' then represents the group B in which the amine function is protected.

The addition of the sodium or potassium salt of the acid B'--(CH₂)_(n) COOH to the compound (IV) is preferably done in an aprotic polar solvent, for example dimethylformamide, whilst the addition of the sodium or potassium salt of the thioacid B'--(CH₂)HD nCOSH can be done in an apolar solvent like tetrahydrofuran. The compound (V) is obtained.

In the case of the thioacids, to prepare the compounds (V), it is possible to use the thioacid itself instead of an alkali salt. The operation is then in anhydrous acetone in the presence of potassium bicarbonate and sodium iodide.

Finally, to end with the compound (I), the protective groups on the amines and the tertiobutyl esters are removed by a known process, in particular by hydrolysis in an acid medium by using, for example, trifluoracetic acid or a mixture of formic acid and hydrochloric acid. ##STR8## T_(r) represents trityl, tBu tertiobutyl, X, R₁, R₂, n, B' and B have the previously indicated meanings.

The compounds (I) of the invention in which A is other than H are obtained from compounds (I) in which A is H by reactions known in themselves.

Thus the inorganic salts are obtained by the action on compounds (I), in which A is H, of an inorganic base such as soda or potash or sodium bicarbonate in an equimolecular amount; the salification reaction is carried in a solvent such as water or ethanol and the salt obtained is isolated by evaporation of the solution.

The salts of organic bases are obtained by the action on a solution of the acid I (A=H), in a solvent or a mixture of suitable solvents, of an equimolecular amount of the organic base. The salt is isolated by precipitation with ether.

The esters are obtained by known esterification processes; for example there will advantageously be used the action of a halogen derivative on a salt such as the sodium salt of the acid; preferably the reaction will be carried out in a solvent capable of dissolving the starting acid derivative, for example in dimethylformamide.

The syn and anti form isomers are obtained by a suitable choice of reagents.

the following examples enable the scope of the invention to be further understood without however limiting it.

Thus as is usual in this family of compounds, the products according to the invention do not have a distinct melting point but only points of decomposition which do not permit them to be characterized.

The products will therefore be characterized by their nuclear magnetic resonance spectrum recorded at 60 MHz or at 250 MHz, the internal standard being hexamethyldisiloxane. The spectra are recorded in deuteriated dimethylsulfoxide with the exceptions indicated in the description of the spectrum: 50 mg of product in 0.5 ml of solvent at 60 MHz and 10 mg in 0.5 ml at 250 MHz. The chemical displacements are measured at ±0.01 ppm and the coupling constants at ±0.5 Hz.

The following abbreviations will be used:

S: singlet

D: doublet

D of D: doublet of doublet

S.e.: widened singlet

M: multiplet

Q: quadruplet

AB: AB system

J: represents the coupling constant.

In addition elementary microanalyses were carried out in each case and are in agreement with the formulae indicated.

The infra-red spectra also serve to characterize the products obtained. They were recorded between 4,000 cm⁻¹ and 600 cm⁻¹ from a preparation constituted by a potassium bromide tablet containing the product at a concentration of about 2%; when the spectrum is recorded in solution at 1% in a chlorinated solvent, the nature of the latter is mentioned. The elongation vibration frequency of the carbonyl groups of the molecule is noted (νCO).

EXAMPLE 1 7-[2-(2-Amino 4-thiazolyl)2-(2-carboxy 2-propyl oxyimino)acetamido]3-(4-piperidinyl)carbonyl oxymethyl 3-cepheme 4-carboxylic1β-S-oxide acid trifluoroacetate syn isomer. SR 41 862 (a) 7-[2-(2-tritylamino-4-thiazolyl)2-(2-tertiobutoxycarbonyl 2-propyl oxyimino)acetamido]3-(1-tertiobutoxycarbonyl 4-piperidinyl carbonyl oxymethyl)3-cepheme 1-β-S-oxide carboxylate of Tertiobutyl; syn isomer ##STR9## tBu and T have the previously indicated meanings, Boc denotes the tertiobutoxycarbonyl group.

To a solution of 1.38 g of 4-tertiobutyl 1-β-S-oxide 7-[2-(2-tritylamino 4-thiazolyl)2-(2-tertiobutoxycarbonyl 2-propyl oxyimino)acetamido]3-bromomethyl 3-cepheme carboxylate syn isomer, in 20 ml of anhydrous dimethylformamide, are added 1 g of 1-tertiobutyloxycarbonyl 4-piperidinyl carboxylic acid and 1.5 g of potassium bicarbonate.

After 17 hours of stirring at ambiant temperature (20°-25° C.) the reaction mixture is poured on to 200 ml of ice water. After vigorous stirring, the crystals were filtered and washed with water. They are then taken up with 70 ml of dichloromethane. The organic phase is then washed with a saturated solution of sodium chloride, dried over magnesium sulfate and evaporated. The lacquer obtained is chromatographed on a column of 50 g of silica. It is eluted with a dichloromethane-ethyl acetate mixture 90-10 (vol/vol). After evaporation of the fractions containing the compound and trituration in hexane, 1.3 g of the expected compound is obtained.

IR Spectrum: ∂ CO 1805 cm⁻¹ : C═O at 8 of the β lactame; 1735 cm⁻¹ : C═O of the tertiobutyl esters and of the ester at the 3 position; 1695 cm⁻¹ : C═O of the tertiobutoxycarbonyl protecting group of the piperidine.

NMR Spectrum at 250 MHz. 1H at 8.75 ppm (S, NHTr)--1H at 8.10 ppm (D, J=9 Hz, CONH)--15H at 7.25 ppm (M, H aromatics)--1H at 6.73 ppm (S, H thiazole)--1H at 5.81 ppm (M, H₇)--1H at 5.25 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.94 ppm (D, J=4 Hz, H₆)--1H at 4.55 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.79 ppm (D, J=12 Hz, HCN Boc equatorials)--1H at 3.53 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.75 ppm (M, HCH Boc arials)--1H at 2.50 ppm (M, HCCO₂)-- 2H at 1.75 ppm (D, J=12 Hz, HCHCO₂ equatorials)--9H at 1.46 ppm (S, CO₂, tBU)--2H at 1.40 ppm (M, HCCHCO₂ axials)--6H at 1.39 ppm (S, (CH₃)₂ C)--9H at 1.36 ppm (S, CO₂ tBU)--9H at 1.29 ppm (S, Boc N).

(b) SR 41 862

0.8 g of the compound obtained above was dissolved in 10 ml of trifluoroacetic acid. After 45 minutes at 23° C. the acid was evaporated under vacuum without heating and the oily residue was crystallized by the addition of 50 ml of isopropyl ether. The crystals were filtered and washed with isopropyl ether and then with hexane. They were then dried under vacuum over phosphoric anhydride. 0.66 g of the expected products was obtained.

IR Spectrum: ∂ CO 1795 cm⁻¹ : C═O at 8 of the β lactam; 1735 cm⁻¹ : C═O of the ester at 3; 1680 cm⁻¹ wide band: C═O of the acids of the molecule, of the amide at 7, of the ions CF₃ CO₂ ⁻.

NMR Spectrum at 250 MHz. 2H at 8.60 ppm (S.e., NH₂ ⁺)--1H at 8.50 ppm (D, J+9 Hz, CONH)--3H at 8.40 ppm (S.e., NH₃ ⁺)--1H at 6.68 ppm (S, H thiazole)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.60 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.25 ppm (M, CH₂ NH)--2H at 2.90 ppm (M, CH₂ NH)--1H at 2.66 ppm (M, CHCO₂)--2H at 1.90 ppm (M, CH₂ CH)--2H at 1.70 ppm (M, CH₂ CH)--6H at 1.44 ppm (2S, (CH₃)₂ C).

EXAMPLE 2 7-[2-(2-amino 4-thiazolyl)2-(2-carboxy 2-propyl oxyimino)acetamido](3-amino propionyl)3-thiomethyl 3-cepheme 4-carboxylic β1-S-oxide acid trifluoracetate syn isomer SR 41884 (a) Tertiobutoxycarbonyl 3-amino thiopropionic acid

1.8 g of tertiobutoxycarbonyl 3-amino propionic acid was solubilized in 50 ml of anhydrous dichloromethane. The triple-neck flask was provided with a calcium chloride trap and cooled in a bath of water and ice. In order, there were added 1.4 ml of triethylamine and 1.3 ml of isobutyl chloroformate. After 20 minutes stirring in the cold, 1.5 ml of triethylamine was added and a light current of hydrogen sulfide was bubbled through for 15 minutes. then the mixture was stirred in the cold for 45 minutes before being evaporated to dryness. 150 ml of sulfate buffer (pH 2) were added and the thioacid was extracted twice with 70 ml of dichloromethane. The combined organic phases were dried over magnesium sulfate and evaporated.

The oily product obtained was used as such.

(b) 7-[2-(2-tritylamino 4-thiazolyl)2-(2-tertiobutoxycarbonyl 2-propyl oxyimino)acetamido](3-tertiobutoxycarboxylamino propionyl)3-thiomethyl 3-cepheme 1β-S-oxide carboxylate of 4-Tertiobutyl; syn isomer

To a solution of 0.46 g of 4-Tertiobutyl 1β-S-oxide 7-[2-(2-tritylamino 4-thiazolyl)2-(2-tertiobutyoxycarbonyl 2-propyl oxyimino)acetamido]3-bromomethyl 3-cepheme carboxylate syn isomer, in 10 ml of tetrahydrofurane, were added 0.4 g of the thioacid described above as well as 0.6 g of potassium bicarbonate. After 4 hours stirring at ambiant temperature the solvent was evaporated and the residue taken up again with 100 ml of water and 50 ml of dichloromethane. After decantation the aqueous phase was extracted with 50 ml of dichloromethane. The organic phases were combined, dried over magnesium sulfate and evaporated.

The lacquer so obtained was chromatographed on a column of silica (40 g), it was eluted with a mixture of dichloromethane-ethyl acetate 90-10 (vol/vol).

IR Spectrum: ∂ CO 1805 cm: C═O at 8 of the β lactame; 1720 cm: C═O of the tertiobutylic esters; 1690 cm: C═O of the amide at 7, of the thioester at 3 and of the tertiobutoxy carbonyl protecting the amine.

NMR Spectrum at 250 MHz (CDCL₃). 1H at 7.75 ppm (D, J=9 Hz, CONH)--15H at 7.27 ppm (M, H ar Trit)--1H at 6.95 ppm (S.e., NH--Trit)--1H at 6.63 ppm (S, H thiazole)--1H at 6.21 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.85 ppm (S.e., NH--Boc)--1H at 4.50 ppm (D, J=4 Hz, H₆)--1H at 4.29 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.75 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.58 ppm (A of AB, J=17 Hz, CH₂ SO)--2H at 3.36 ppm (M, CH₂ NH Boc)--1H at 3.22 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.75 ppm (T, J=6 Hz, CH₂ --CS)--15H at 1.52 ppm (S, Boc NH and (CH₃)₂ C)--18H at 1.39 ppm (2S, CO₂ tBu).

(c) SR 41 884

The whole of the compound obtained above was solubilized in 10 ml of trifluoroacetic acid. After 45 minutes at 23° C. the acid was evaporated under vacuum without heating, and the oily residue was crystallized by the addition of 50 ml of isopropyl ether. The crystals were filtered and washed with isopropyl ether and then with hexane. They were then dried under vacuum over phosphoric anhydride.

0.37 g of the expected product was obtained.

IR Spectrum: ∂ CO 1785 cm⁻¹ : C═O at 8 of the β lactam 1680 cm⁻¹ wide band: C═O of the acids of the molecule, of the amide at 7, of the thioester, of the CF₃ CO₂ ⁻ ions.

NMR Spectrum at 250 MHz. 1H at 8.40 ppm (D, J=9 Hz, CONH)--3H at 7.80 ppm (S.e., NH₃ ⁺)--3H at 7.30 ppm (S.e., NH₃ ⁺)--1H at 6.78 ppm (S, H, thiazole)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.18 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.79 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.66 ppm (S, CH₂ SO)--2H at 3.0 ppm (M, CH₂ NH)--2H at 2.92 ppm (M, CH₂ COS)--6H at 1.44 ppm (S, (CH₃)₂ C).

EXAMPLE 3 Trifluoroacetate of 7 -[2-(2-amino 4-thiazoyl)2-(2-carboxy 2-propyl oxyimino)acetamido](3-amino propionyl)3-thiomethyl 3-cepheme 4-carboxylic 1β-S-oxide acid; syn isomer, SR 41884 (a) 7-[2-(2-tritylamino 4-thiazolyl)2-tertiobutoxy 2-(carbonyl 2-propyl oxyimino)acetamido](3-tertiobutoxy carbonylamino)3-thiomethyl 3-cepheme 1β-S-oxide carboxylate of 4-Tertiobutyl; syn isomer

To 0.46 g of 4-Tertiobutyl 1β-S-oxide 7-[2-(2-tritylamino 4-thiazolyl)2-(2-tertiobutoxy carboxylamino 2-propyl oxyimino)acetamido]3-bromomethyl 3-cepheme carboxylate syn isomer in 10 ml of anhydrous acetone, were added 0.4 g of 3-tertiobutoxycarvonylamino thiopropionic acid, 0.6 g of potassium bicarbonate and 0.25 g of sodium iodide.

After 2 hours stirring at room temperature, the solvent was evaporated to dryness. The residue was taken up again in 100 ml of water and extracted with 50 ml of dichloromethane. The organic phase is separated and the aqueous phase reextracted with 50 ml of dichloromethane. The organic extracts were combined, dried over magnesium sulfate and evaporated to dryness.

The product obtained was chromatographed on a silica column by eluting with a dichloromethane-ethyl acetate mixture 90-10 (vol/vol).

An identical product (IR spectrum and NMR spectrum) to the product of Example 2(b) was obtained.

(b) SR 41 884

The deprotection was carried out as indicated in Example 2(c).

By operating as in Example 1, the compounds according to the invention were prepared in the form of trifluoroacetate, described in Table I below. ##STR10##

These compounds are identified by a reference number. For each among them the values of R₁, R₂, B and n and the NMR spectrum are given.

The acid B'--(CH₂)_(n) --COOH which reacts on (IV) to give (V) is an aminoacid of the L series or of the D series or racemic; the corresponding indication appears in Table I, at column B.

The chromatographic eluant is also given which serves to isolate (V): the last intermediate product before deblocking the acid and amine functions of the molecule. This intermediate V is characterized by its infra-red spectrum, the wavelengths indicated in cm⁻¹ correspond in order to the elongation vibration frequencies of the carbonyl at the 8 position of the beta lactam, the tertiobutylic esters and the ester at the 3 position, the amide at the 7 position and the carbamate protecting the amine. When 2 wavelengths only are indicated, the second corresponds to a wide band which covers the elongation vibration frequencies both of the esters, of the amide and of the protective carbamate of the amine.

The list of NMR spectra of the compounds mentioned in Table I is given following this table.

                                      TABLEAU I                                    __________________________________________________________________________      SR no.                                                                             n                                                                                ##STR11##                                                                              B                 vol/volintermediate Veluant                                                   fromChromatography                                                                       VintermediateδCO                                                        cm.sup.-1R                                                                              NMR no.                      __________________________________________________________________________     41 730                                                                             0                                                                                 ##STR12##                                                                             (CH.sub.2).sub.2 NH.sub.2                                                                        CH.sub.2 Cl.sub.2 AcOEt                                                              85 15                                                                             1805 1725 1690                                                                         1                             41 731                                                                             " "                                                                                       ##STR13##        CH.sub.2 Cl.sub.2 AcOEt                                                              92.5 7.5                                                                          1805 1720                                                                              2                             41 732                                                                             " "                                                                                       ##STR14##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              3                             41 733                                                                             " "                                                                                       ##STR15##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              4                             41 806                                                                             " "                                                                                       ##STR16##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5                                                                              1805 1730                                                                              5                             41 807                                                                             " "                                                                                       ##STR17##        CH.sub.2 Cl.sub.2 AcOEt                                                              50 50                                                                             1805 1735 1680                                                                         6                             41 810                                                                             " "                                                                                       ##STR18##        CH.sub.2 Cl.sub.2 AcOEt                                                              80 20                                                                             1805 1725                                                                              7                             41 854                                                                             " "       (CH.sub. 2).sub.3 NH.sub.2                                                                       CH.sub.2 Cl.sub.2                                                                    90 1805    8                                                             AcOEt 10 1725                                  41 855                                                                             " "       (CH.sub.2).sub.5 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                    90 1805    9                                                                      1725                                                                  AcOEt 10 1690                                  41 856                                                                             " "       (CH.sub.2).sub.7 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                    90 1805    10                                                                     1725                                                                  AcOEt 10 1695                                  41 857                                                                             " "                                                                                       ##STR19##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1.5                                                                           1805 1725 1680                                                                         11                            41 858                                                                             " "                                                                                       ##STR20##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              12                            41 859                                                                             " "                                                                                       ##STR21##        CH.sub.2 Cl.sub.2 AcOEt                                                              92.5 7.5                                                                          1810 1725                                                                              13                            41 860                                                                             " "                                                                                       ##STR22##        CH.sub.2 Cl.sub.2 AcOEt                                                              92.5 7.5                                                                          1805 1725                                                                              14                            41 885                                                                             " "                                                                                       ##STR23##        CH.sub.2 Cl.sub.2 AcOEt                                                              85 15                                                                             1805 1720                                                                              15                            41 886                                                                             " "                                                                                       ##STR24##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1.5                                                                           1805 1720 1680                                                                         16                            41 887                                                                             " "                                                                                       ##STR25##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5                                                                              1805 1725                                                                              17                            41 888                                                                             " "                                                                                       ##STR26##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1720                                                                              18                            41 889                                                                             " "                                                                                       ##STR27##        CH.sub.2 Cl.sub.2 AcOEt                                                              80 20                                                                             1805 1755 1720                                                                         19                            41 891                                                                             " "                                                                                       ##STR28##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              20                            41 967                                                                             " "       (CH.sub.2).sub.4 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                    90 1805    21                                                                     1725                                                                  AcOEt 10 1690                                  41 975                                                                             " "                                                                                       ##STR29##        CH.sub.2 Cl.sub.2 AcOEt                                                              92.5 7.5                                                                          1805 1725                                                                              22                            41 976                                                                             " "                                                                                       ##STR30##        CH.sub.2 Cl.sub.2 AcOEt                                                              92.5 7.5                                                                          1805 1730                                                                              23                            41 977                                                                             " "                                                                                       ##STR31##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1720                                                                              24                            41 987                                                                             " "                                                                                       ##STR32##        CH.sub.2 Cl.sub.2 AcOEt                                                              85 15                                                                             1805 1720                                                                              25                            42 022                                                                             " "                                                                                       ##STR33##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1730 1690                                                                         26                            42 023                                                                             " "                                                                                       ##STR34##        CH.sub.2 Cl.sub.2  AcOEt                                                             90 10                                                                             1805 1720                                                                              27                            42 024                                                                             " "                                                                                       ##STR35##        CH.sub.2 Cl.sub.2 AcOEt                                                              85 15                                                                             1805 1730 1690                                                                         28                            42 025                                                                             " "                                                                                       ##STR36##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725 1690                                                                         29                            42 026                                                                             " "                                                                                       ##STR37##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              30                            42 027                                                                             " "                                                                                       ##STR38##        CH.sub.2 Cl.sub.2 AcOEt                                                              92 8                                                                              1805 1730 1690                                                                         31                            42 028                                                                             " "       (CH.sub. 2).sub.3 NHCH.sub.3                                                                     CH.sub.2 Cl.sub.2                                                                    90 1805    32                                                                     1730                                                                  AcOEt 10 1690                                  42 029                                                                             " "       (CH.sub.2).sub.4 NHCH.sub.3                                                                      CH.sub.2 Cl.sub.2                                                                    90 1805    33                                                                     1730                                                                  AcOEt 10 1690                                  42 031                                                                             " "                                                                                       ##STR39##        CH.sub.2 Cl.sub.2 AcOEt                                                              85 15                                                                             1805 1725 1675                                                                         34                            42 042                                                                             " "                                                                                       ##STR40##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1810 1730 1690                                                                     CCl.sub.4                                                                          35                            42 073                                                                             " "                                                                                       ##STR41##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725 1690                                                                         36                            42 117                                                                             " "                                                                                       ##STR42##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1810 1725 1685                                                                     CCl.sub.4                                                                          37                            42 120                                                                             " "                                                                                       ##STR43##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              38                            42 121                                                                             " "                                                                                       ##STR44##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725 1690                                                                         39                            42 139                                                                             " "                                                                                       ##STR45##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5                                                                              1805 1725 1690                                                                         40                            42 140                                                                             " "       CH.sub.2 CH.sub.2 NHCH.sub.3                                                                     CH.sub.2 Cl.sub.2                                                                    90 1805    41                                                                     1730                                                                  AcOEt 10 1690                                  42 181                                                                             " "       (CH.sub.2).sub.3 NHCH.sub.2 CH.sub.3                                                             CH.sub.2 Cl.sub.2                                                                    100                                                                               1805    42                                                                     1730                                                                  MeOH  1  1685                                                                              CH.sub.2 Cl.sub.2                  42 182                                                                             " "                                                                                       ##STR46##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1735 1685                                                                         43                            42 183                                                                             " "       (CH.sub.2).sub.5 NHCH.sub.3                                                                      CH.sub.2 Cl.sub.2                                                                    100                                                                               1810    44                                                                     1735                                                                  MeOH  1  1690                                                                              CCl.sub.4                          42 191                                                                             " CH.sub.2                                                                                ##STR47##        CH.sub.2 Cl.sub.2 AcOEt                                                              85 15                                                                             1805 1730 1690                                                                         45                            42 192                                                                             "                                                                                 ##STR48##                                                                              ##STR49##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1730 1690                                                                         46                            42 193                                                                             " CH.sub.2                                                                                ##STR50##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1720                                                                              47                            42 194                                                                             "                                                                                 ##STR51##                                                                              ##STR52##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              48                            42 195                                                                             " CH.sub.2                                                                               (CH.sub.2).sub.3 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                    85 1805    49                                                                     1730                                                                  AcOEt 15 1690                                  42 196                                                                             "                                                                                 ##STR53##                                                                             "                 CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725 1695                                                                         50                            42 197                                                                             " CH.sub.2                                                                               (CH.sub.2).sub.4 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                    85 1805    51                                                                     1725                                                                  AcOEt 15 1690                                  42 198                                                                             "                                                                                 ##STR54##                                                                             "                 CH.sub.2 Cl.sub.2  AcOEt                                                             90 10                                                                             1805 1725 1695                                                                         52                            42 200                                                                             " "                                                                                       ##STR55##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              53                            42 201                                                                             " "                                                                                       ##STR56##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 1805 1725 1690                                                                         54                            42 208                                                                             " "                                                                                       ##STR57##        CH.sub.2 Cl.sub.2 AcOEt                                                              92.5 7.5                                                                          1805 1725                                                                              55                            42 209                                                                             " "                                                                                       ##STR58##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725 1690                                                                         56                            42 210                                                                             " "                                                                                       ##STR59##        CH.sub.2 Cl.sub.2  AcOEt                                                             92.5 7.5                                                                          1805 1725                                                                              57                            42 211                                                                             " CH.sub.2                                                                                ##STR60##        CH.sub.2 Cl.sub.2 AcOEt                                                              85 1805 1725 1690                                                                         58                            42 212                                                                             "                                                                                 ##STR61##                                                                             "                 CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725 1690                                                                         59                            42 213                                                                             "                                                                                 ##STR62##                                                                             (CH.sub.2).sub.3 NH.sub.2                                                                        CH.sub.2 Cl.sub.2 AcOEt                                                              85 15                                                                             1805 1730 1690                                                                         60                            42 214                                                                             " "       (CH.sub.2).sub.4 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                    85 1805    61                                                                     1730                                                                  AcOEt 15 1690                                  42 215                                                                             " "                                                                                       ##STR63##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1735 1690                                                                         62                            42 216                                                                             "                                                                                 ##STR64##                                                                              ##STR65##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                          CCl.sub.4                                                                          63                            42 217                                                                             " "                                                                                       ##STR66##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1810 1725 1690                                                                         64                            42 320                                                                             "                                                                                 ##STR67##                                                                              ##STR68##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5                                                                              1805 1725                                                                              65                            42 321                                                                             " "                                                                                       ##STR69##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1730 1690                                                                         66                            42 371                                                                             1 "                                                                                       ##STR70##        CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7    67                            42 372                                                                             " "                                                                                       ##STR71##        CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7    68                            42 374                                                                             0 "                                                                                       ##STR72##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1725 1690                                                                         69                            42 379                                                                             " "                                                                                       ##STR73##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              70                            42 380                                                                             " "                                                                                       ##STR74##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5                                                                              1805 1725                                                                              71                            42 395                                                                             " "                                                                                       ##STR75##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725 1685                                                                         72                            42 396                                                                             " "                                                                                       ##STR76##        CH.sub.2 Cl.sub.2 MeOH                                                               100 0.6                                                                           1805 1725 1685                                                                         73                            42 397                                                                             " "                                                                                       ##STR77##        CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725 1685                                                                         74                            42 456                                                                             " "                                                                                       ##STR78##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5       75                            42 457                                                                             " "                                                                                       ##STR79##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1725                                                                              76                            42 458                                                                             " "                                                                                       ##STR80##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5                                                                              1805 1725                                                                              77                            42 459                                                                             " "                                                                                       ##STR81##        CH.sub.2 Cl.sub.2 AcOEt                                                              85 15      78                            42 460                                                                             " "                                                                                       ##STR82##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1720                                                                              79                            42 461                                                                             " "                                                                                       ##STR83##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1802 1720                                                                              80                            42 462                                                                             "                                                                                 ##STR84##                                                                              ##STR85##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805  1720                                                                             81                            42 463                                                                             " "                                                                                       ##STR86##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1720                                                                              82                            42 464                                                                             " "                                                                                       ##STR87##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1720 1690                                                                         83                            42 465                                                                             "                                                                                 ##STR88##                                                                              ##STR89##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1.5                                                                           1805 1725 1690                                                                         84                            42 466                                                                             " "                                                                                       ##STR90##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1.5                                                                           1805 1720                                                                              85                            42 467                                                                             " "                                                                                       ##STR91##        CH.sub.2 Cl.sub.2 MeOH                                                               100 2                                                                             1805 1720                                                                              86                            42 471                                                                             1                                                                                 ##STR92##                                                                              ##STR93##        CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1805 1720 1675                                                                    CCl.sub.4                                                                           87                            42 472                                                                             " "                                                                                       ##STR94##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5                                                                              1805 1725 1675                                                                    CCl.sub.4                                                                           88                            42 473                                                                             " "                                                                                       ##STR95##        CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1805 1725 1685                                                                    CCl.sub.4                                                                           89                            42 474                                                                             "                                                                                 ##STR96##                                                                              ##STR97##        CH.sub.2 Cl.sub.2 AcOEt                                                              95 5                                                                              1805 1725 1685                                                                    CCl.sub.4                                                                           90                            42 537                                                                             0 "                                                                                       ##STR98##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1725 1690                                                                         91                            42 538                                                                             " "                                                                                       ##STR99##        CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1725 1690                                                                         92                            42 539                                                                             " "                                                                                       ##STR100##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.8                                                                           1805 1725 1685                                                                         93                            42 540                                                                             "                                                                                 ##STR101##                                                                             ##STR102##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1720                                                                              94                            42 541                                                                             " "                                                                                       ##STR103##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1720                                                                              95                            42 542                                                                             " "                                                                                       ##STR104##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1805 1720                                                                              96                            42 544                                                                             "                                                                                 ##STR105##                                                                             ##STR106##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1802 1720                                                                              97                            42 545                                                                             " "                                                                                       ##STR107##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1803 1720                                                                              98                            42 546                                                                             " "                                                                                       ##STR108##       CH.sub.2 Cl.sub.2 MeOH                                                                100 1                                                                            1805 1720                                                                              99                            42 547                                                                                ##STR109##                                                                             ##STR110##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1.5                                                                           1805 1720                                                                              100                           42 548                                                                             " "                                                                                       ##STR111##       CH.sub.2 Cl.sub.2 MeOH                                                               100 2                                                                             1802 1720                                                                              101                           42 549                                                                             "                                                                                 ##STR112##                                                                             ##STR113##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1720                                                                              102                           42 581                                                                             " "                                                                                       ##STR114##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.8                                                                           1805 1725                                                                              103                           42 582                                                                             " "                                                                                       ##STR115##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.8                                                                           1805 1725 1690                                                                         104                           42 583                                                                             " "                                                                                       ##STR116##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1805 1720 1685                                                                         105                           42 584                                                                             " "                                                                                       ##STR117##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1802 1720                                                                              106                           42 585                                                                             " "                                                                                       ##STR118##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.8                                                                           1805 1720 1690                                                                         107                           42 586                                                                             " "                                                                                       ##STR119##       CH.sub.2 Cl.sub.2 MeOH                                                               100  1                                                                            1805 1725 1690                                                                         108                           42 587                                                                             " "                                                                                       ##STR120##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1.5                                                                           1805 1720 1690                                                                         109                           42 657                                                                             " "                                                                                       ##STR121##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1725 1675                                                                         110                           42 658                                                                             "                                                                                 ##STR122##                                                                             ##STR123##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1720                                                                              111                           42 675                                                                             " "                                                                                       ##STR124##       CH.sub.2 Cl.sub.2 AcOEt                                                              90 10                                                                             1805 1725                                                                              112                           42 676                                                                             "                                                                                 ##STR125##                                                                             ##STR126##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1805 1720                                                                              113                           42 677                                                                             " "                                                                                       ##STR127##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1805 1720                                                                              114                           42 687                                                                             " "                                                                                       ##STR128##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.9                                                                           1805 1725 1690                                                                         115                           42 688                                                                             " "                                                                                       ##STR129##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.8                                                                           1805 1720                                                                              116                           42 689                                                                             " "                                                                                       ##STR130##       CH.sub.2 Cl.sub.2 MeOH                                                                100 0.8                                                                          1805 1720                                                                              117                           42 690                                                                             " "                                                                                       ##STR131##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1715                                                                              118                           42 811                                                                             " "                                                                                       ##STR132##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1805 1725                                                                         CH.sub.2 Cl.sub.2                                                                   119                           42 812                                                                             " "                                                                                       ##STR133##       CH.sub.2 Cl.sub.2 AcOEt                                                              92.5 7.5                                                                          1805 1725                                                                              120                           42 814                                                                             " "                                                                                       ##STR134##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1725 1690                                                                         121                           42 815                                                                             " "                                                                                       ##STR135##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1725 1690                                                                         122                           42 816                                                                             " "                                                                                       ##STR136##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1725 1690                                                                         123                           42 817                                                                             " "                                                                                       ##STR137##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.9                                                                           1805 1720                                                                              124                           42 818                                                                             "                                                                                 ##STR138##                                                                            "                 CH.sub.2 Cl.sub.2 MeOH                                                               100 0.9                                                                           1805 1720                                                                              125                           42 781                                                                             "                                                                                 ##STR139##                                                                             ##STR140##        CH.sub.2 Cl.sub.2 MeOH                                                              100 1                                                                             1805 1725 1675                                                                    CH.sub.2 Cl.sub.2                                                                   126                           42 782                                                                             " "                                                                                       ##STR141##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1.5                                                                           1805 1725                                                                              127                           42 783                                                                             " "                                                                                       ##STR142##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1      128                           42 846                                                                             " "                                                                                       ##STR143##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1725 1680                                                                    CH.sub.2 Cl.sub.2                                                                   129                           42 848                                                                             " "                                                                                       ##STR144##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1720                                                                              130                           42 849                                                                             "                                                                                 ##STR145##                                                                             ##STR146##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1720                                                                              131                           42 852                                                                             "                                                                                 ##STR147##                                                                             ##STR148##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1805 1725                                                                              132                           42 857                                                                             " "                                                                                       ##STR149##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1.5                                                                           1805 1725                                                                              133                           42 862                                                                             " "                                                                                       ##STR150##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1725                                                                              134                           42 869                                                                             " "                                                                                       ##STR151##       CH.sub.2 Cl.sub.2 AcOEt                                                              85 15                                                                             1805 1725                                                                              135                           42 870                                                                             "                                                                                 ##STR152##                                                                             ##STR153##       CH.sub.2 Cl.sub.2 AcOEt                                                              80 20                                                                             1805 1720                                                                              136                           42 901                                                                             "                                                                                 ##STR154##                                                                             ##STR155##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1805 1720 1680                                                                         137                           __________________________________________________________________________

NMR SPECTRA: The spectra are recorded at 60 MHz, indicated by (a) or at 250 MHz, indicated by (b); when there exist two diastereo-isomers in a molecule, the split signals are indicated by *.

NMR no. 1-(b): 1H at 8.44 ppm (D, J=9 Hz, CONH)--3H at 7.90 ppm (S.e., N⁺ H₃)--3H at 7.50 ppm N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 5.97 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.18 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.94 ppm (D, J=4 Hz, H₆)--1H at 4.64 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.58 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.00 ppm (M, CH₂ NH₂)--2H at 2.61 ppm (M, CH₂ CO₂)--6H at 1.44 ppm (S, (CH₃)₂ C).

NMR no. 2-(b): 4H at 8.45 ppm (M, N⁺ H₃, CONH)--3H at 7.35 ppm (S.e., N⁺ H₃)--5H at 7.25 ppm (M, H aromatics--1H at 6.82 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.20 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.31 ppm (S.e., CHNH₂)--1H at 3.50 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.30 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.10 ppm (M, CH₂ C₆ H₅ )--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 3-(b): 5H at 8.45 ppm (S.e., N⁺ H₂, OH, CONH)--3H at 7.50 ppm (S.e., N⁺ H₃)--2H at 6.95 ppm (D, J=8 Hz, H meta OH)--1H at 6.78 ppm (S, H thiazol)--2H at 6.68 ppm (D, J=8 Hz, H ortho OH)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.74 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.19 ppm (M, CHNH₂)--1H at 3.66 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.34 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.93 ppm (M, CH₂ --CH--NH₂)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 4-(b): 1H at 8.50 ppm (D, J=9 Hz, CONH)--3H at 8.40 ppm (S.e. N⁺ H₃)--3H at 7.60 ppm (S.e. N⁺ H₃)--1H at 6.79 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.08 ppm (M, CHNH₂)--1H at 3.92 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.58 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.44 ppm (S, (CH₃).sub. 2 C)--3H at 1.34 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 5-(b): 1H at 8.45 ppm (D, J=9 Hz, CONH)--3H at 8.40 ppm (S.e., N⁺ H₃)--3H at 7.60 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hzn H₇)--1H at 5.25 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--2H at 3.92 ppm (M, CHNH₂ and CH₂ SO)--1H at 3.56 ppm (D, J=17 Hz, CH₂ SO)--1H at 2.11 ppm (M, CH(CH₃)₂)--6H at 1.44 ppm (2S, (CH₃)₂ C)--6H at 0.9 ppm (D, J=7 Hz, (CH₃)₂ CH).

NMR no. 6-(b): 1H at 8.45 ppm (D, J=9 Hz, CONH)--3H at 8.35 ppm (S.e., N⁺ H₃)--4H at 7.40 ppm (S.e., CONH₂, N⁺ H₃)--1H at 6.92 ppm (S.e., CONH₂)--1H at 6.76 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.25 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.00 ppm (M, CHNH₂)--1H at 3.95 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.56 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.20 ppm (M, CH₂ --CONH₂)--2H at 1.95 ppm (M, CH₂ --CH)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 7-(b): 1H at 8.50 ppm (D, J=9 Hz, CONH)--3H at 8.40 ppm (S.e., N⁺ H₃)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.76 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.25 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.16 ppm (M, CHNH₂)--1H at 3.95 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.81 ppm (A of AB, J_(AB) =13 Hz, CH₂ OH)--1H at 3.69 ppm (B of AB, J_(AB) =13 Hz, CH₂ OH)--1H at 3.55 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 8-(a): 8H between 5.5 and 8.5 ppm (widened signal, NH₂, CO₂ H, TRA)--1H at 8.40 ppm (D, J=9 Hz, CONH)--1H at 6.82 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.67 ppm (B of AB, J=13 Hz, CH₂ OCO)--1H at 3.85 ppm (A of AB, J=17 Hz; CH₂ SO)--1H at 3.62 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.80 ppm (M, CH₂ NH₂)--2H at 2.40 ppm (M, CH₂ CO₂)--2H at 1.80 (M, CH₂ CH₂ CH₂)--6H at 1.43 ppm (S, (CH₃)₂ C).

NMR no. 9-(a): 8H between 5.5 and 8.7 ppm (wide signal, CO₂ H, NH₂, TFA)--1H at 8.40 ppm (D, J=9 Hz, CONH)--1H at 6.87 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.60 ppm (B of AB, J=13 Hz, CH₂ OCO)--1H at 3.85 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.60 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.80 ppm (M, CH₂ NH₂)--2H at 2.30 ppm (M, CH₂ CO)--12H at 1.45 ppm (S.e., (CH₃)₂ C and CH₂ (CH₂)₃ CH₂).

NMR no. 10-(a): 8H between 5.5 and 8.0 ppm (wide signal, NH₂, CO₂ H, TFA)--1H at 8.45 ppm (D, J=9 Hz, CONH)--1H at 6.87 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.65 ppm (B of AB, J=13 Hz, CH₂ OCO)--1 H at 3.85 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.62 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.80 ppm (M, CH₂ NH₂)--2H at 2.30 ppm (M, CH.sub. 2 CO₂)--6H at 1.45 ppm (S, (CH₃)₂ C)--10H at 1.35 ppm (S.e., CH₂ (CH₂)₅ CH₂).

NMR no. 11-(a): 2H at 8.40 ppm (M, CONH, CH₃ CONH)--8H at 7.50 ppm (S.e., N⁺ H₃, CO₂ H)--1H at 6.90 ppm (S, H thiazol)--1H at 6.05 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.90 ppm (B of AB, J=13 Hz, CH₂ OCO)--3H at 4.30 ppm (M, CH₂ NHCOCH₃, CHNH₂)--1H at 4.00 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.65 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--2H at 3.00 ppm (M, CH₂ S)--3H at 1.80 ppm (S, CH₃ CONH)--6H at 1.45 ppm (S, (CH₃)₂ C).

NMR no. 12-(a): 8H between 6.5 and 9 ppm (wide signal, CO₂ H, TFA, NH₂)--1H at 8.5 ppm (D, J=9 Hz, CONH)--1H at 6.90 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.30 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (B of AB, J=13 Hz, CH₂ OCO)--1H at 3.92 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.67 ppm (B of AB, J=17 Hz, CH₂ SO)--12H at 1.45 ppm (S, (CH₃)₂ C--CO₂ H, (CH₃)₂ CNH₂).

NMR no. 13-(a): 8H between 6.5 and 9.5 ppm (wide signal, CO₂ H, NH₂, TFA)--1H 8.5 ppm (D, J=9 Hz, CONH)--1H at 6.90 ppm (S, H thiazol)--1H at 6.05 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.30 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 5.05 ppm (D, J=4 Hz, H₆)--1H at 4.90 ppm (B of AB, J=13 Hz, CH₂ OCO)--3H at 3.80 ppm (M, CHNH₂ and CH₂ SO)--3H at 1.50 ppm (M, CH₂ --CH)--6H at 1.45 ppm (S, (CH₃)₂ C)--6H at 0.85 ppm (D, J=7 Hz, (CH₃)₂ CH).

NMR no. 14-(a): 8H between 7 and 9 ppm (wide signal, NH₂, CO₂ H, TFA)--1H at 8.50 ppm (D, J=9 Hz, CONH)--1H at 6.90 ppm (S, H thiazol)--1H 6.08 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.30 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 5.05 ppm (D, J=4 Hz, H₆) 1H at 4.49 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--3H at 3.90 ppm (M, CH₂ SO and CHCH₂) 1H at 1.80 ppm (M, CHCH₃)--6H at 1.45 ppm (S, (CH₃)₂ C)--2H at 1.30 ppm (M, CH₂ CH₃)--6H at 0.88 ppm (M, CH₃ CH₂ and CH₃ CH).

NMR no. 15-(b):

1H at 8.5 ppm (D, J=9 Hz, CONH)--3H at 8.30 ppm (S.e., N⁺ H₃)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.76 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.24 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.10 ppm (M, CH--NH₂)--1H at 3.97 ppm (M, CH--OH)--1H at 3.94 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.44 ppm (S, (CH₃)₂ C)--3H at 1.14 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 16-(b): 1H at 8.5 ppm (D, J=9 Hz, CONH)--3H at 8.40 ppm (S.e., N⁺ H₃)--1H at 7.66 ppm (S, CONH₂)--3H at 7.50 ppm (S.e., N³⁰ H₃)--1H at 7.22 ppm (S, CONH₂)--1H at 6.78 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.29 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.79 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.26 ppm (M, CHNH₂)--1H at 3.92 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.52 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.71 ppm (M, CH₂ CONH₂)--6H at 1.44 ppm (S, (CH₃)₂ C).

NMR no. 17-(b): 1H at 8.50 ppm (D, J=9 Hz, CONH)--3H at 8.45 ppm (S.e., N⁺ H₃)--3H at 7.45 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.24 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.13 ppm (M, CHNH₂)--1H at 3.92 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.10 ppm (D, J=17 Hz, CH₂ SO)--1H at 2.50 ppm (M, CH₂ S)-- 5H at 2.0 ppm (M, CH₃ S et CH₂ --CH₂ --S)--6H at 1.44 ppm S, (CH₃)₂ C).

NMR no. 18-(b): 4H at 8.50 ppm (M, CONH, N⁺ H₃)--3H at 7.80 ppm (S.e., N⁺ H₃)--3H at 7.50 ppm (S.e., N⁺ H₃)--1H at 6.79 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.24 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.97 ppm (M, CHNH₂)--1H at 3.92 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.60 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.75 ppm (M, CH₂ NH₂, --1H at 1.75 ppm (MCH₂ CH)--11H at 1.40 ppm (S.e., (CH₃)₂ C, (CH₂)₃ CH₂ NH₂).

NMR no. 19-(b): 1H at 9 ppm (S, H₂ imidazol)--3H at 8.6 ppm (S.e., N⁺ H at 8.5 ppm (D, J=9 Hz, CONH)--1H at 7.40 ppm (S, H₄ imidazol)--3H 7.30 ppm (S.e., N⁺ H₃)--1H at 6.79 ppm (S, H thiazol)--1H 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.22 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.90 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.40 ppm (M, CHNH₂)--1H at 3.89 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.52 ppm (D, J= 17 Hz, CH₂ SO)--2H at 3.20 ppm (M, CH₂ CH)--6H at 1.44 ppm (S, (CH₃)₂ C).

NMR no. 20-(b): 1H at 8.50 ppm (D, J=9 Hz, CONH)--3H at 8.40 ppm (S.e., N⁺ H₃)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.77 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.76 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.06 ppm (M, CHNH₂)--1H at 3.95 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.63 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.44 ppm (S, (CH₃ )₂ C)--3H at 1.36 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 21-(a): 8H between 6.5 and 9 ppm (widened signal, NH₂, CO₂ H, TFA)--1H at 8.35 ppm (D, J=9 Hz, CONH)--1H at 6.80 ppm (S, H thiazol)--1H 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.65 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--1H 3.95 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.65 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--2H at 2.80 ppm (M, CH₂ NH₂) 2H at 2.35 ppm (M, CH₂ CO)--10H at 1.45 ppm (S.e., (CH₃)₂ C+CH₂ (CH₂)₂ CH₂).

NMR no. 22-(a): 8H between 6 and 9 ppm (wide signal, TFA, NH₂, CO₂ H)--1H at 8.42 ppm (D, J=9 Hz, CONH)--1H at 6.85 ppm (S, H thiazol)--1H 6.05 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.30 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 5.05 ppm (D, J=4 Hz, H₆)--1H 4.68 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 4.0 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.65 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--8H at 1.75 ppm (M, H, cyclopentane)--6H at 1.45 ppm (S, (CH₃).sub. 2 C).

NMR no. 23-(a): 8H between 7 and 10 ppm (wide signal, TFA, NH₂, CO₂ H)--1H at 8.50 ppm (D, J=9 Hz, CONH)--1H at 6.92 ppm (S, H thiazol)--1H 6.10 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.35 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.75 ppm (B of AB, J=13 Hz, CH₂ OCO)--1H at 4.0 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.70 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--16H between 1 and 2.3 ppm (M, (CH₃)₂ C and cyclohexane).

NMR no. 24-(a): 9H between 8 and 10 ppm (wide signal, NH₂, OH, CO₂ H, TFA)--1H at 8.55 ppm (D, J=9 Hz, CONH)--2H at 7.10 ppm (D, J=8 Hz, H meta OH)--1H at 6.90 ppm (S, H thiazol)--2H at 6.80 ppm (D, J=8 Hz, H ortho, OH)--1H at 6.10 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.80 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 5.05 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (B of AB, J=13 Hz, CH₂ OCO)--1H at 4.30 ppm (M, CHNH₂)--2H at 3.70 ppm (M, CH₂ SO)--2H at 3.0 ppm (M, CH₂ --C₆ H₄ OH--6H at 1.46 ppm (S, (CH₃)₂ C).

NMR no. 25-(a): 10H between 6.5 and 9.5 ppm (wide signal, NH₂, CO₉ H, TFA)--1H at 8.40 ppm (D, J=9 Hz CONH)--1H at 6.85 ppm (S, H thiazol)--1H 6.05 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.30 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.85 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 4.20 ppm (M, CHNH₂)--2H 3.80 ppm (M, CH₂ SO)--2H at 2.95 ppm (M, CH₂ NH₂)--2H at 2.20 ppm (M, CH₂ CH₂ NH₂)--6H at 1.45 ppm (S, (CH₃)₂ C).

NMR no. 26-(b): 3H at 8.60 ppm (S.e., N⁺ H₃)--1H at 8.44 ppm (D, J=9 Hz, CONH)--1H at 6.78 ppm (S, H thiazol)--1H 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.66 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 3.92 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.56 ppm (D, J=17 Hz, CH₂ SO)--5H between 2.5 and 3.5 ppm (M, CH₂ N et CHCO₂)--4H between 1.5 and 2.0 ppm (M, CH₂)₂ CH₂ N)--6H at 1.44 ppm (S, (CH₃)₂ C).

NMR no. 27-(b): 3H at 8.50 ppm (S.e., N⁺ H₃)--1H at 8.44 ppm (D, J=9 Hz, CONH)--3H at 7.80 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.26 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.08 ppm (M, CHCO₂)--1H at 3.94 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.56 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.80 ppm (M, CH₂ NH₂)--4H at 1.60 ppm (M, (CH₂)₂ CH₂ NH₂)--6H at 1.44 ppm (S, (CH₃)₂ C).

NMR no. 28-(b): 1H at 8.37 ppm (D, J=9 Hz, CONH)--3H at 7.90 (S.e., N⁺ H₃)--3H at 7.20 ppm (S.e., N⁺ H₃)--1H at 6.76 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.66 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.92 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.58 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.50 ppm (M, CHNH₂)--2H at 2.56 ppm (M, CH₂ CHNH.sub. 2) 6H at 1.44 ppm (S, (CH₃)₂ C)--3H at 1.16 ppm (D, J=6 Hz, CH₃ --CH).

NMR no. 29-(b): 1H at 8.44 ppm (D, J=9 Hz, CONH)--3H at 7.95 ppm (S.e., N⁺ H₃)--3H at 7.50 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇) 1H at 5.20 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 4.95 ppm (M, H₆)--1H at 4.62 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 3.94 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.58 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.0 ppm (M, CHCO₂)--2H at 2.75 ppm (M, CH₂ NH₂)-- 6H at 1.44 ppm (M, (CH₃)₂ C)--3H at 1.10 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 30-(b): 4H at 8.45 ppm (M, N⁺ H₃, CONH)--8H at 7.35 ppm (M, N⁺ H₃, H aromatic)--1H at 6.78 ppm (S, H thiazol)--1H at 6.0 ppm (M, H₇)--1H at 5.05 ppm (2D, J=13 Hz, CH₂ OCO)* 1H at 4.94 ppm (2D, J=4 Hz, H₆)*--1H at 4.60 ppm (M, CHNH₂)--1H at 3.66 ppm (2D, J=17 Hz, CH₂ SO)*--1H at 3.40 ppm (2D, J=17 Hz, CH₂ SO)*--2H at 3.0 ppm (M, CH₂ CO₂) 6H at 1.44 ppm (S, (CH₃)₂ C).

NMR no. 31-(b): 1H at 8.40 ppm (D, J=9 Hz, CONH)--3H at 7.74 ppm (S.e., N⁺ H₃)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.81 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇) 1H at 5.13 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.63 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.16 ppm (M, CHNH₂)--2H at 2.40 ppm (M, CH₂ CO)-- 1H 1.77 ppm (M, CH₂ CHNH₂)--1H at 1.61 ppm (M, CH₂ CHNH₂)--6H at 1.44 ppm (2S, (CH₃)₂ C) 1H at 1.0 ppm (D, J=7 Hz, CH₃ --CH).

NMR no. 32-(a): 7H between 7 and 9 ppm (NH, NH₂, CO₂ H, TFA)--1H at 8.50 ppm (D, J=9 Hz, CONH)--1H at 6.90 ppm (S, H thiazol)--1H at 6.05 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (A of AB, J=13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.70 ppm (B of AB, J=13 Hz, CH₂ OCO)--1H at 3.95 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.65 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--2H at 2.90 ppm (M, CH₂ NH)--3H at 2.45 ppm (D, J= 6 Hz, CH₃ NH)--2H at 2.4 ppm (M, CH₂ CO)--2H at 1.70 ppm (M, CH₂ CH₂ CH₂)--6H at 1.42 ppm (S, (CH₃)₂ C).

NMR no. 33-(a): 7H between 7 and 9.5 ppm (NH₂, NH, CO₂ H, TFA)--1H at 8.46 ppm (D, J=9 Hz, CONH)--1H at 6.90 ppm (S, H thiazol)--1H at 6.05 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.70 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 3.90 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO) 1H at 3.65 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--2H at 2.75 ppm (M, CH₂ NHCH₃)--5H 2.45 ppm (M, CH₃ NH and CH₂ CO)--10H at 1.45 ppm (S.e., (CH₃)₂ C and CH₂ (CH₂)₂ CH₂).

NMR no. 34-(a): 8H between 6 and 9 ppm (widened signal, NH₂, TFA, OH, CO₂ H)--1H at 8.47 ppm (D, J=9 Hz, CONH)--1H at 6.90 ppm (S, H thiazol)--1H at 6.15 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz--H₇)--1H at 5.35 ppm (AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.85 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--4H at 3.95 ppm (M, CH₂ SO and CHOHCHNH₂)--6H at 1.45 ppm (S, (CH₃)₂ C)--3H at 1.20 ppm (D, J=7 HZ, CH₃ CHOH).

NMR no. 35-(b): 1H at 8.50 ppm (D, J=9 Hz, CONH)--3H at 8.35 ppm (S.e., N⁺ H₃)--2H at 7.94 ppm (D, J=8 Hz, H ortho CO)--2H at 7.55 ppm (D, J=8 Hz, H meta CO)--1H at 6.84 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.44 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.99 ppm (D, J=4 Hz, H₆)--1H at 4.86 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.1 ppm (M, CH₂ NH₂, CH₂ SO)--1H at 3.72 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 36-(a): 3H at 9.30 ppm (S.e., N⁺ H₃)--1H at 8.55 ppm (D, J=9 Hz, CONH)--3H at 8.05 ppm (S.e., N⁺ H₃)--1H at 6.92 ppm (S, H thiazol)--1H 6.05 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.30 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 5.05 ppm (D, J=4 Hz, H₆)--1H at 4.70 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 3.95 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.65 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--2H at 3.0 ppm (S.e., CH₂ NH₂)-- 6H at 1.45 ppm (S, (CH₃)₂ C--ON)--6H at 1.17 ppm (S, (CH₃)₂ CO₂ CH₂).

NMR no. 37-(b): 8H between 5 and 9 ppm (wide signal, CO₂ H, TFA, NH₂)--1H at 8.50 ppm (D, J=9 Hz, CONH)--1H at 6.90 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J=9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.58 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.9 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.54 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.6 ppm (M, CH₂ NH₂)--1H at 2.25 ppm (T, J=12 Hz, CHCO₂)--4 H at 1.84 ppm (M, CH₂ CHCO)--6H at 1.45 ppm (S, (CH₃)₂ C)--3H at 1.25 ppm (M, CHCH₂ NH₂ and CH₂ CHCH₂ NH₂)--2H at 0.95 ppm (M, CH₂ CHCH₂ NH₂).

NMR no. 38-(b): 1H at 8.37 ppm (D, J=9 Hz, CONH)--3H at7.90 ppm (S.e., N⁺ H₃)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.79 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.11 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.61 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.59 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.0 ppm (S.e., CHNH₂)--1H at 2.40 ppm (M, CHCO₂)--1H at 2.10 ppm (M, CH₂ CHNH₂)--3H at 1.80 ppm (M, CH₂ CHNH₂)--6H 1.44 ppm (2S, (CH₃)₂ C)--4H between 1 and 1.5 ppm (M, CH₂ --CH₂ --CH--CO₂).

NMR no. 39-(b): 1H at 8.5 ppm (D, J=9 He, CONH)--6H between 7 and 8 ppm (wide signal, NH₂, TFA)--1H at 6.81 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J=9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.63 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 3.89 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.56 ppm D, J=17 Hz, CH₂ SO)--2H at 2.77 ppm (M, CH₂ NH₂)--1H at 2.52 ppm (M, CHCO₂)--1H at 1.84 ppm (M, CH₂ CH)--1H at 1.56 ppm (M, CH₂ CH)--6H at 1.44 ppm (S, (CH₃)₂ C)--3H at 1.06 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 40-(a): 1H at 8.45 ppm (D, J=9 Hz, CONH)--8H at 7.30 ppm (S.e., N⁺ H₃, CO₂ H)--1H at 6.80 ppm S, H thiazol)--1H at 6.0 ppm (M, H₇)--1H at 5.20 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO) 1H at 4.90 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 4.90 ppm (D, J=4 Hz, H₆)--3H at 3.80 ppm (M, CH₂ SO, CHNH₂)--1H at 2.00 ppm (M, CH(CH₃)₂)--6H at 1.45 ppm (S, (CH₃)₂ C)--6H at 0.95 ppm (2D, J=7 Hz, (CH₃)₂ CH).

NMR no. 41-(a): 2H at 8.50 ppm (S.e., N⁺ H₂)--1H at 8.45 ppm (D, J=9 Hz, CONH)--3H at 7.30 ppm S.e., N⁺ H₃)--1H at 6.80 ppm (S, H thiazol)--1H at 6.0 ppm (M, H₇)--1H at 5.15 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 4.96 ppm (D, J=4 Hz, H₆)--1H at 4.65 ppm (B of AB, 13 Hz, CH₂ OCO)--1H at 3.90 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.65 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 3.00 ppm (M, CH₂ NH)--5H at 2.50 ppm (M, CH₃ NH, CH₂ CO₂)-- 6H at 1.42 ppm (S, (CH₃)₂ C).

NMR no. 42-(a): 7H at 9.4 ppm (S.e., N⁺ H₃, N⁺ H₂, CO₂ H)--1H at 8.45 ppm (D, J=9 Hz, CONH)--1H at 6.85 ppm (S, H thiazol)--1H at 6.00 ppm (M, H₇)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 4.65 ppm (B of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 3.85 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.60 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--4H at 2.85 ppm (M, CH₂ NHCH₂)--2H at 2.40 ppm (M, ##STR156## 2H at 1.80 ppm (M, CH₂ CH₂ CH₂ NH)--6H at1.45 ppm (S, (CH₃)₂ C)--3H at 1.10 ppm (T, J=7 Hz, CH₃ CH₂ NH).

NMR no. 43-(a): 2H at 8.50 ppm (S.e., N⁺ H₂)--1H at 8.40 ppm (D, J=9 Hz, CONH)--3H at 7.00 ppm (S.e., N⁺ H₃)--1H at 6.76 pm (S, H thiazol)--1H at 5.95 ppm (M, H₇)--1H at 5.10 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.65 ppm (B AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 3.85 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.50 ppm, B of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.30 ppm (M, CHNH)--5H at 2.45 ppm (M, CH₃ NH and ##STR157## 2H at 1.80 ppm (M, ##STR158## 6H at 1.45 ppm (S, (CH₃)₂ C)--3H at 1.10 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 44-(a): 1H at 8.40 ppm (D, J=9 Hz, CONH)--7H at 7.80 ppm (S.e., N⁺ H₃, N⁺ H₂, CO₂ H)--1H at 6.80 ppm (S, H thiazol)--1H at 6.00 ppm (M, H₇)--1H at 5.00 ppm (M, H₆)--1H at 5.00 ppm (A of AB, J_(AB) =13 Hz, CH₂ OCO)--1H at 4.65 ppm (B of AB, J_(AB) =13 Hz), CH₂ OCO)--1H at 3.85 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--2H at 2.80 ppm (M, CH₂ NH)--5H at 2.40 ppm (M, CH₃ NH, CH₂ CO₂)--12H at 1.45 ppm (S.e., (CH₃)₂ C and CH₂ (CH₂)₃ CH₂ NH).

NMR no. 45-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--1H at 8.60 ppm (S.e., N⁺ H₂)--1H at 8.40 ppm (S.e., N⁺ H₂)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 5.91 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.13 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.61 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.55 ppm (S, CH₂ ON)--1H at 3.84 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--2H at 3.20 ppm (M, CH₂ NH)--2H at 2.90 ppm (M, CH₂ NH)--1H at 2.64 ppm (M, CHCO₂)--2H at 1.95 ppm (M, CH₂ CH₂ NH)--2H at 1.66 ppm (M, CH₂ CH₂ NH).

NMR no. 46-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--1H at 8.60 ppm (S.e., N⁺ H₂)--1H at 8.40 ppm (S.e., N⁺ H₂)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.13 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.61 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 3.20 ppm (M, CH₂ NH)--2H at 2.90 ppm (M, CH₂ NH)--1H at 2.64 ppm (M, CHCO₂)--4H at 2.40 ppm (M, ##STR159## 6H between 1.5 and 2 ppm ##STR160## CH₂ --CH₂ NH).

NMR no. 47-(b): 1H at 8.79 ppm (D, J=9 Hz, CONH)--3H at 8.30 ppm (S.e., N⁺ H₃)--2H at 7.97 ppm (D, J=8 Hz, H ortho CO)--2H at 7.55 ppm (D, J=8 Hz, H meta CO)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.84 ppm (S, H thiazol)--1H at 5.92 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.56 ppm (S, CH₂ ON)--1H at 4.08 ppm (M, CH₂ NH₂)--1H at 4.00 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.71 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO).

NMR no. 48-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 8.30 ppm (S.e., N⁺ H₃)--2H at 7.95 ppm (D, J=8 Hz, H ortho CO)--2H at 7.55 ppm (D, J=8 Hz, H meta CO)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.44 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz)--CH₂ OCO)--1H at 4.10 ppm (S.e., CH₂ NH₂)--1H at 4.05 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.71 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--4H 2.40 ppm (M, ##STR161## 2H at 1.85 ppm (M, ##STR162##

NMR no. 49-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 7.70 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.82 ppm (S, H thiazol)--1H at 5.90 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.10 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.56 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.53 ppm (S, CH₂ ON)--1H 3.84 ppm (A of AB, J_(AB) =17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J_(AB) =17 Hz, CH₂ SO)--2H at 2.76 ppm (M, CH₂ NH₂)--2H at 2.40 ppm (M, CH₂ CO₂)--2H at 1.72 ppm (M, CH₂ CH₂ CH₂ NH₂).

NMR no. 50-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 7.75 ppm (S.e., N⁺ H₃)--3H at 7.25 ppm (S.e., N⁺ H₃)--1H at 6.77 ppm (S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.11 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.63 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.89 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.78 ppm (M, CH₂ NH₂)--6H at 2.40 ppm (M, ##STR163## CH₂ CO₂)--4H at 1.85 ppm (M, CH₂ CH₂ NH₂, ##STR164##

NMR no. 51-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 7.60 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.82 ppm (S, H thiazol)--1H at 5.87 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.61 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.58 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.57 ppm (S, CH₂ ON)--1H at 3.81 ppm (A of AB, J=13 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J=13 Hz, CH₂ SO)--2H at 2.75 ppm (M, CH₂ NH₂)--2H at 2.31 ppm (M, CH₂ CO₂)--4H at 1.50 ppm (M, CH₂ (CH₂)₂ CH₂ N).

NMR no. 52-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 7.70 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm (S.e. N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H 5.92 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.13 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.58 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.86 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.74 ppm (M, CH₂ NH₂)--6H at 2.40 ppm (M, ##STR165## 2H at 1.85 ppm (M, ##STR166## 4H at 1.50 ppm (M, CH₂ CH₂ CH₂ CO₂).

NMR no. 53-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--3H at 8.40 ppm (S.e., N⁺ H₃)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.25 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.78 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.08 ppm (M, CHNH₂)--1H at 3.95 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.60 ppm (B of AB, J=17 Hz, CH₂ SO)--4H at 2.40 ppm (M, ##STR167## 2H at 1.80 ppm (M, ##STR168## 3H at 1.36 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 54-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 7.87 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.19 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.64 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 3.92 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J=17 Hz, CH₂ SO)--1H at 3.0 ppm (M, CHCO₂)--2H at 2.80 ppm (M, CH₂ NH₂)--4H at 2.40 ppm (M, ##STR169## 2H at 1.80 ppm (M, ##STR170## 3H at 1.08 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 55-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 7.80 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.80 ppm (S, H thiazol)--1H at 5.95 ppm (M, H₇)--1H at 5.20 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (S.e., H₆)--1H at 4.63 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.58 ppm (B of AB, J=17 Hz, CH₂ SO) 2H at 2.93 ppm (M, CH₂ NH₂)--4H at 2.40 ppm (M, ##STR171## 2H at 1.90 ppm (M, ##STR172## 6H at 1.14 ppm (S, (CH₃)₂ C).

NMR no. 56-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 7.75 ppm (S.e., N⁺ H₃)--3H at 7.35 ppm (S.e., N⁺ H₃)--1H at 6.80 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.60 ppm (2D, J=13 Hz, CH₂ OCO)*--1H at 3.90 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.56 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.74 ppm (M, CH₂ NH₂)--1H at 2.50 (M, CHCO₂)--4H at 2.40 ppm (M, ##STR173## 3H at 1.90 ppm (M, ##STR174## and CH₂ CH₂ NH₂)--1H at 1.55 ppm (M, CH₂ CH₂ NH₂)--3H at 1.08 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 57-(b): 1H at 8.80 ppm (D, H=9 Hz, CONH)--3H at 8.40 ppm (S.e., N⁺ H₃)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.79 ppm (S H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.28 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.75 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.95 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.61 ppm (B of AB, J=17 Hz, CH₂ SO)--4H at 2.40 ppm (M, ##STR175## 2H at 2.10 ppm (M, CH₂ cyclopentane)--2H at 1.90 (M, ##STR176## 6H at 1.80 ppm (M, CH₂ cyclopentane).

NMR no. 58-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 2.70 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.84 ppm (S, H thiazol)--1H at 5.89 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.13 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--3H at 4.55 ppm (M, CH₂ ON and CH₂ OCO)--1H at 3.82 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.60 ppm (M, CH₂ NH₂)--1H at 2.21 ppm (M, CHCO₂)--4H at 1.80 ppm, (M, CH₂ cyclohexane)--1H at 1.45 ppm (M, CHCH₂ NH₂)--2H at 1.25 ppm (M, CH₂ cyclohexane)--2H at 0.90 ppm (M, CH₂ cyclohexane).

NMR no. 59-(b): 1H at 8.67 ppm (D, J=9 Hz, CONH)--3H at 7.70 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.82 ppm (S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.13 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.56 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3,87 ppm (A of AB, J=17 Hz, CH₂ SO)--2H at 3.55 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.60 ppm (M, CH₂ NH₂)--5H between 2.0 and 2.5 ppm, 6H between 1.6 and 2.0 ppm, 3H between 1.1 and 1 6 ppm, 2H at 0.90 ppm (M, ##STR177##

NMR no. 60-(b): 1H at 8.60 ppm (2D, J=9 Hz, CONH)*--3H at 7.70 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm S.e., N⁺ H₃)--1H at 6.82 ppm (2S, H thiazol)*--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.13 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (2D, H₆)*--2H at 4.60 ppm (M, CH₂ OCO+CHON)--1H at 3.86 ppm (2D, J=17 Hz, CH₂ SO)*--1H at 3.56 ppm (2D, J=17 Hz, CH₂ SO)*--2H at 2.75 ppm (M, CH₂ NH₂)--2H at 2.40 ppm (T, J=7 Hz, CH₂ CO₂)--2H at 1.75 ppm (M, CH₂ CH₂ CH₂ NH₂)--3H at 1.39 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 61-(b): 1H at 8.70 ppm (2D, J=9 Hz, CONH)*--3H at 7.70 ppm (S.e., N⁺ H₃)--3H at 7.30 ppm S.e., N⁺ H₃)--1H at 6.82 ppm (2S, H thiazol)*--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.12 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.94 ppm (2D, H₆)*--2H at 4.60 pm (M, HCON, and CH₂ OCO)--1H at 3,86 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.75 ppm (M, CH₂ NH₂)--2H at 2.31 ppm (M, CH₂ CO₂)--4H at 1.50 ppm (M, CH₂ CH₂ CH₂ CH₂ NH₂)--3H at 1.45 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 62-(b): 2H at 8.60 ppm (M, CONH, N⁺ H₃)--1H at 8.40 ppm (S.e., N⁺ H₂)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.82 ppm (2S, H thiazol)*--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.14 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (2D, H₆)*--2H at 4.60 ppm (M, CH--ON, and CH₂ OCO)--1H at 3.88 ppm (2D, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.20 ppm and 2H at 2.95 ppm (M, ##STR178## 1H at 2.66 ppm (M, CHCO₂)--2H at 1.95 ppm and 2H at 1.70 ppm (M, ##STR179## 3H at 1.45 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 63-(b): 1H at 8.70 ppm (2D, J=9 Hz, CONH)*--3H at 8.20 ppm (S.e., N⁺ H₃)--2H at 7.95 ppm (D, J=Hz, H ortho CO₂)--2H at 7.55 ppm (D, J=8 Hz, H meta CO₂)--3H at 7.30 ppm (S.e., N⁺ H₃) 1H at 6.82 ppm (2S, H thiazol)*--1H at 5 95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.44 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.96 ppm (2D, H₆)*--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.60 ppm (Q, J=7 Hz, CHON)--2H at 4.10 ppm (M, CH₂ NH₂)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.70 ppm (D, J=17 Hz, CH₂ SO)--3H at 1.45 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 64-(b): 1H at 8.60 ppm (2D, J=9 Hz, CONH)*--3H at 7.70 ppm (S.e., N⁺ H₃)--1H at 6.80 ppm (2S, H thiazol)*--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--5H between 4 and 6 ppm (S.e., N^(+H) ₃ CO₂ H)--1H 5.13 ppm (D, J=13 Hz, CH₂ OCO)--1H 4.95 ppm (2D, H₆)*--2H at 4.60 ppm (M, CH₂ OCO and CHON)--1H at 3.86 ppm (A of AB, J=17 Hz, CH₂ SO)--1H at 3.55 ppm (B of AB, J=17 Hz, CH₂ SO)--2H at 2.61 ppm (M, CH₂ NH₂)--1H at 2.21 ppm (M, CHCO₂)--4H at 1.80 ppm (M, ##STR180## 3H at 1.45 ppm (D, J=7 Hz, CH₃ CH)--2H at 1.25 ppm and 2H at 0.90 ppm (M, ##STR181##

NMR no. 65-(b): 1H at 8.66 ppm (D, J=9 Hz, CONH)--3H at 8.15 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 8.05 ppm (S, HAr 2')--1H at 7.94 ppm (D, J=7 Hz, HAr 6')--1H at 7.71 ppm (D, J=7 Hz, HAr 4')--1H at 7.55 ppm (T, J=7 Hz, H5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇) 1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.87 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.05 ppm (M, CH₂ N.sup.⊕ H₃ et CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--3H at 1.48 ppm (S, CH₃)--3H at 1.47 ppm (S, CH₃).

NMR no. 66-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--3H at 8.05 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.20 ppm (2D superposed, J=13 Hz, CH₂ OCO)--1H at 5.10 ppm (2D, J=4 Hz, H₆)--1H at 4.56 ppm (2D superposed, J=13 Hz, CH₂ OCO)--4H at 3.90 ppm (M, CH₂ SO and CH₂ N.sup.⊕ H₃)--3H at 2.80 ppm (M, CHCO₂, CHCH₂ N.sup.⊕ H₃, and H Eq in α du CO₂)--1H at 2.00 ppm (M, H Ax in α of CO₂)--6H at 1.50 ppm (2S (CH₃)₂ C)--6H between 1.20 and 1.80 ppm (M, 3CH₂ reminder of cyclohexane.

NMR no. 67-(b): 3H at 8.50 ppm (M, N.sup.⊕ H₂ and CONH)--2H at 7.50 ppm (Se., NH₂ thiazol)--1H at 6.79 ppm (S, H thiazol)--1H at 5.99 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (2D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz H₆)--1H at 4.66 ppm (D, J=13 Hz, OCO)--1H at 3.92 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.58 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.36 ppm (M, CHN.sup.⊕ H₂)--1H at 3.25 ppm (M, CH₂ αN.sup.⊕ H₂)--1H at 2.95 ppm (M, CH₂ αN.sup.⊕ H₂)--2H at 2.60 ppm (2D superposed CH₂ CO₂)--3H at 1.70 ppm (M, H piperidine)--6H at 1.48 ppm (2S(CH₃)₂ C)--3H at 1.45 ppm (M, H piperidine).

NMR no. 68-(b): 1H at 8.60 ppm (Se., N.sup.⊕ H₂ piperidine)--1H at 8.45 ppm (Se., NH.sup.⊕₂ piperidine)--1H at 8.45 ppm (D, J=9 Hz, CONH)--1H at 7.50 ppm (Se., NH₂ thiazol)--1H at 6.70 ppm (S, H thiazol)--1H at 5.97 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5 10 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆) 1H at 4.63 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.57 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.20 ppm (M, CH.sub. 2 αN.sup.⊕ H₂)--2H at 2.70 ppm (M, CH₂ αN.sup.⊕ H₂)--2H at 2.30 ppm (D, J=7 Hz, CH₂ CO₂)--1H at 2.05 ppm (M, CHCH₂ CO₂)--3H at 1.55 ppm (M, CH₂ piperidine)--6H at 1.48 ppm (2S, (CH₃)₂ C)--1H at 1.20 ppm (M, CH₂ piperidine).

NMR no. 69-(b): 1H at 10.9 ppm (Se., ArNHCO)--1H at 8.45 ppm (D, J=9 Hz, CONH)--4H at 8.15 ppm (2S, CH₂ N.sup.⊕ H₃ and HAr 2')--1H at 7.81 ppm (D, J=7 Hz, HAr 6')--1H at 7.67 ppm (D, J=7 Hz, HAr 4')--1H at 7.50 ppm (T, J=7 Hz, HAr 5')--2H at 7.20 ppm (Se., NH₂ thiazol)--1H at 6.78 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.00 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (M, ##STR182## and CH₂ SO)--6H 1.47 ppm (2S, (CH₃)₂ C).

NMR no. 70-(b): 1H at 8.70 ppm (D, J=9 Hz, CONH)--3H at 8.50 ppm (Se., CH₂ --N.sup.⊕ H₃)--1H at 8.05 ppm (S, HAr 2')--1H at 7.80 ppm (D, J=7 Hz, HAr 6')--1H at 7.34 ppm (D, J=7 Hz HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.05 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.05 ppm (M, ArCH₂ N.sup.⊕ H.sub. 3 and CH₂ SO)--1H at 3.80 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.37 ppm (S, CH₃ Ar)--6H at 1.48 ppm (2S, (CH₃)₂ C).

NMR no. 71-(b): 1H at 8.70 ppm (D, J=9 Hz, CONH)--9H at 8.50 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.78 ppm (M, HAr 2', 6')--1H at 7.50 ppm (D, J=7 Hz, HAr 5')--1H at 6.92 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H of 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H of 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.05 ppm (M, ArCH₂ N.sup.⊕ H₃ CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ S0)--3H at 2.36 ppm (S, CH₃ Ar)--6H at 1.47 ppm (2S, (CH₃)₂ C).

NMR no. 72-(b): 1H at 8.70 ppm (D, J=9 Hz, CONH)--2H at 7.95 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.67 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.16 ppm (M, ArCH₂ NHCH₃)--1H at 4.08 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.78 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.43 ppm (S, CH₃ N)--6H at 1.48 ppm (2S, (CH₃)₂ C).

NMR no. 73-(b): 1H at 8.70 ppm (D, J=9 Hz, CONH)--2H at 7.95 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.67 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.92 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.43 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.18 ppm (M, CH₂ Ar)--1H at 4.10 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.76 ppm (D, J=17 Hz, CH.sub. 2 SO)--2H at 2.90 ppm (M, CH₃ CH₂ NH)--6H at 1.47 ppm (2S, (CH₃)₂ C)--3H at 1.16 ppm (T, J=7 Hz, CH₃ CH₂).

NMR no. 74-(b): 1H at 8.70 ppm (D, J=9 Hz, CONH)--2H at 7.95 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.67 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.16 ppm (M, ArCH₂ NPr)--1H at 4.08 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.78 ppm (D, J=17 Hz, CH₂ SO)-- 1H at 3.20 ppm (M, NH--CH(CH₃)₂)--6H at 1.48 ppm (2S, (CH₃)₂ C)--6H at 1.26 ppm (D, J=7 Hz, (CH₃)₂ CH).

NMR no. 75-(b): 1H at 8,62 ppm (D, J=9 Hz, CONH)--3H at 8,10 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7,68 ppm (D, J=7 Hz, HAr 6')--1H at 7,55 ppm (D, J=7 Hz, HAr 4')--1H at 7,34 ppm (T, J=7 Hz, HAr 5')--1H at 6,92 ppm (S, H thiazol)--1H at 6,00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5,37 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5,00 ppm (D, J=4 Hz, H₆)--1H at 4,84 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4,10 ppm (M, CH₂ N.sup. ⊕ H₃ et CH₂ SO)--1H at 3,75 ppm (D, J=17 Hz, CH₂ SO)--3H at 2,40 ppm (S, CH₃ Ar)--6H at 1,47 ppm (2S, (CH₃)₂ C).

NMR no. 76-(b): 1H at 8.62 ppm (D, J=9 Hz, CONH)--3H at 8.00 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.31 ppm (D, J=7 Hz, HAr 4')--1H at 7.14 ppm (D, J=7 Hz, HAr 5')--1H at 6.90 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.27 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.92 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.00 ppm (M, CH₂ N.sup.⊕ H₃ et CH₂ SO)--1H at 3.64 ppm (D, J= 17 Hz, CH₂ SO)--6H at 2.18 ppm (S, CH₃ --Ar)--6H at 1.48 ppm (2S, (CH₃)₂ C).

NMR no. 77 (b): 1H at 8.65 ppm (D, J=9 Hz, CONH)--3H at 7.90 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.00 ppm (S, HAr)--1H at 6.90 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.25 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.92 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.00 ppm (M, ArCH₂ N.sup.⊕ H₃ and CH₂ SO)--1H at 3.65 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.31 ppm (S, CH₃ Ar)--3H at 2.25 ppm (S, CH.sub. 3 Ar)--3H at 2.14 ppm (S, CH₃ Ar)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 78-(b): 1H at 8.70 ppm (D, J=9 Hz, CONH)--3H at 8.00 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.45 ppm (D, J=7 Hz, HAr 4')--2H at 6.92 ppm (M, H thiazol and HAr 5')--1H at 6 00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--3H at 3.95 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--3H at 3.78 ppm (S, OCH₃)--3H at 3.73 ppm (S, OCH₃ )--1H at 3.58 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.47 ppm (2S, (CH₃)₂ C).

NMR no. 79-(b): 1H at 8.62 ppm (D, J=9 Hz, CONH)--5H at 8.00 ppm (M, CH₂ N.sup.⊕ H₃ and HAr 2', 6')--1H at 7.20 ppm (D, J=7 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.00 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--3H at 3.88 ppm (S, OCH₃)--1H at 3.72 ppm (D, J=17 Hz, CH₂ SO)--3H at 1.48 ppm (S, (CH₃)₂ C)--3H at 1.47 ppm (S, (CH₃)₂ C).

NMR no. 80-(B): 1H at 8.66 ppm (D, J=9 Hz, CONH)--3H at 8.05 ppm (Se., CH₂ N.sup.⊕ H₃)--3H at 7.50 ppm (M, HAr)--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.00 ppm (M, CH₂ N.sup.⊕ H₃ et CH₂ SO)--3H at 3.86 ppm (S, CH₃ O--Ar)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--3H at 1.48 ppm (S, (CH.sub. 3)₂ C)--3H at 1.47 ppm (S, (CH₃)₂ C).

NMR no. 81-(b): 1H at 8.82 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 8.13 ppm (Se., HAr 2')--1H at 7.95 ppm (D, J=7 Hz, HAr 6')--1H at 7.69 ppm (D, J=7 Hz, HAr 4')--1H at 7.55 ppm (T, J=7 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.48 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆) 1H at 4.86 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.05 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--4H at 2.40 ppm (M, ##STR183## 2H at 1.90 ppm (M, ##STR184##

NMR no. 82-(b): 1H at 8.82 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.80 ppm (M, HAr 2', 6')--1H at 7.45 ppm (D, J=7 Hz, HAr 5')--1H at 6.92 ppm (S, H thiazol)--1H at 5.97 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.05 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--4H at 2.40 ppm (M, ##STR185## 3H at 2.34 ppm (S, CH₃ Ar)--2H at 1.90 ppm (M, ##STR186##

NMR no. 83-(b): 1H at 8.97 ppm (D, J=9 Hz, CONH)--2H at 8.79 ppm (Se., CH₂ N.sup.⊕ H₂)--2H at 8.00 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.58 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.97 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.19 ppm (M, CH₂ N.sup.⊕ H₂ --CH₃)--1H at 4.08 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.50 ppm (M, CH₂ N.sup.⊕ H₂ --CH₃)--4H at 2.40 ppm (M, ##STR187## 2H at 1.90 ppm (M, ##STR188##

NMR no. 84(b): 1H at 10.7 ppm (S, CONHAr)--1H at 8.60 ppm (D, J=9 Hz, CONH)--1H at 8.20 ppm (S, HAr 2')--1H at 7.80 ppm (D, J=8 Hz, HAr 6')--3H at 7.65 ppm (Se., CH₂ N⁺ H³)--1H at 7.60 ppm (D, J=8 Hz, HAr 4')--1H at 7.45 ppm (T, J=8 Hz, HAr 5')--1H at 6.92 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1 H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.00 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.05 ppm (Q, J=7 Hz, CH₂ CH₂ N.sup.⊕ H₃)--2H at 2.70 ppm (T, J=7 Hz, CH₂ CH₂ N.sup.⊕ H₃)--6H at 1.47 ppm (2S, (CH₃)₂ C).

NMR no. 85-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--4H at 8.20 ppm (M, CH₂ N.sup.⊕ H₃ and H thiazol in 3)--1H 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.38 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.78 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.98 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.82 ppm (Q, J=7 Hz, CH₂ N.sup.⊕ H₃)--1H at 3.66 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.49 ppm (2S, (CH₃)₂ C).

NMR no. 86 (b): 1H at 10.75 ppm (S, ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--3H at 8.07 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.94 ppm (D, J=8 Hz, HAr 2' 6')--2H at 7.70 ppm (D, J=8 Hz, HAr 3' 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH.sub. 2 SO)--3H at 3.80 ppm (M, CH₂ SO and CH₂ N.sup.⊕ H₃)--6H at 1.48 ppm (2S, (CH₃)₂ C).

NMR no. 87-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--1H at 8.50 ppm (Se., NH₂.sup.⊕ piperidine)--1H at 8.40 ppm (Se., NH₂.sup.⊕ piperidine)--2H at 7.40 ppm (Se., NH₂ thiazol)--1H at 6.78 ppm (S, H thiazol)--1H at 5 95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (2D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.68 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.92 ppm (D, J=17 Hz, CH₂ SO)--1H at 3 60 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.40 ppm (M, CHN.sup.⊕ H₂)--1H at 3.25 ppm (M, CH₂ N.sup.⊕ H₂)--1H at 2.89 ppm (M, CH₂ N.sup.⊕ H₂)--2H at 2.60 ppm (2D superposed, J=7 Hz, CH₂ COO)--4H at 2.40 ppm (M, ##STR189## 5H at 1.85 ppm (M, 3H of the piperidine and ##STR190## 3H at 1.45 ppm (M, 3H piperidine).

NMR no. 88-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--1H at 8.60 ppm (Se., N.sup.⊕ H₂ piperidine)--1H at 8.45 ppm (Se., N.sup.⊕ H₂ piperidine)--2H at 7.25 ppm (Se., NH₂ thiazol)--1H at 6.79 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.69 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.60 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.24 ppm (M, CH₂ in α of N.sup.⊕ H₂ piperidine)--2H at 2.70 ppm (M, CH₂ in α of N.sup.⊕ H₂ piperidine)--6H at 2.40 ppm (M, ##STR191## and CH₂ COO)--6H between 1.5 and 2.2 ppm (M, ##STR192## CHCH₂ CO₂, 3H piperidine)--1H at 1.20 ppm (M, H piperidine).

NMR no. 89-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--2H at 8.30 ppm (2 Se., NH₂.sup.⊕ piperidine)--2H at 7.40 ppm (Se., NH₂ thiazol)--1H at 6.78 ppm (S, H thiazol)--1H at 5.92 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.14 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.96 ppm (D, J=4 Hz, H₆)--1H at 4.60 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.89 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.58 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.18 ppm (M, HαN.sup.⊕ H₂ piperidine)--2H at 2.81 ppm (M, HαN.sup.⊕ H₂ piperidine)--4H at 2.40 ppm (M, ##STR193## 2H at 2.28 ppm (D, J=7 Hz, CH₂ CO--O)--5H at 1.90 ppm (M, ##STR194## CHCH₂ COO, 2HβN.sup.⊕ H₂ piperidine) 2H at 1.30 ppm (M, 2HβN.sup.⊕ H₂ piperidine).

NMR no. 90-(b): 1H at 8.45 ppm (D, J=9 Hz, CONH)--1H at 8.50 ppm (Se., NH₂.sup.⊕ piperidine)--1H at 8.20 ppm (Se., NH₂.sup.⊕ piperidine)--2H at 7.30 ppm (Se., NH₂ thiazol)--1H at 6.77 ppm (S, H thiazol)--1H 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.11 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.61 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.89 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.58 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.21 ppm (M, CH₂ and αN.sup.⊕ H₂ piperidine)--2H at 2.81 ppm (M, CH₂ in αN.sup.⊕ H₂ piperidine)--2H at 2.27 ppm (D, J=7 Hz, CH₂ COO)--1H at 1.95 ppm (M, CHCH₂ COO)--2H at 1.75 ppm (M, CH₂ βN.sup.⊕ H₂ piperidine)--6H at 1.47 ppm (2S, (CH₃)₂ C)--2H at 1.40 ppm (M, CH₂ βN⁺ H₂ piperidine).

NMR no. 91-(b): 2H at 8.70 ppm (Se., CH₂ N.sup.⊕ H₂ CH₃)--1H at 8.60 ppm (D, J=9 Hz, CONH)--1H at 8.10 ppm (Se., HAr 2')--1H at 7.96 ppm (D, J=8 Hz, Har 6')--1H at 7.75 ppm (D, J=8 Hz, HAr 4')--1H at 7.56 ppm (T, J=8 Hz, Har 5')--1H at 6.92 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.87 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.16 ppm (M, ArCH₂ N.sup.⊕ H₂ CH₃)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.50 ppm (M, CH₃ N.sup.⊕ H₂ CH₂)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 92-(b): 2H at 8.70 ppm (Se., CH₂ N.sup.⊕ H₂ CH₂ CH₃)--1H at 8.60 ppm (D, J=9 Hz, CONH)--1H at 8.10 ppm (Se., HAr 2')--1H at 7.96 ppm (D, J=8 Hz, HAr 6')--1H at 7.75 ppm (D, J=8 Hz, HAr 4')--1H at 7.56 ppm (T, J=8 Hz, HAr 5')--1H at 6.92 ppm (S, H thiazol)--1H at 6.02 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇) 1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.87 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.17 ppm (Se., Ar, CH₂ N.sup.⊕ H₂ Et)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.95 ppm (M, CH₃ CH₂ N.sup.⊕ H₂)--6H at 1.45 ppm (2S, (CH₃)₂ C)--3H at 1.15 ppm (T, J=7 Hz, CH₃ CH₂ N.sup.⊕ H₂).

NMR no. 93(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--2H at 8.70 ppm (Se., CH₂ N.sup.⊕ H₂ --i Pr)--1H at 8.10 ppm (Se., HAr 2')--1H at 7.95 ppm (D, J=8 Hz, HAr 6')--1H at 7.75 ppm (D, J=8 Hz, HAr 4')--1H at 7.58 ppm (T, J=8 Hz, HAr 5')--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.46 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.87 ppm (D, J= 13 Hz, CH₂ OCO)--2H at 4.19 ppm (M, ArCH₂ N.sup.⊕ H₂ i Pr)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.79 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.31 ppm (M, (CH₃)₂ --CH)--6H at 1.45 ppm (2S, (CH₃)₂ C)--6H at 1.22 ppm (D, J=7 Hz, (CH₃)₂ CHN.sup.⊕ H₂).

NMR no. 94-(b): 1H at 8.90 ppm (D, J=9 Hz, CONH)--3H at 8.10 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.66 ppm (D, J=8 Hz, HAr 6')--1H at 7.55 ppm (D, J=8 Hz, HAr 4')--1H at 7.45 ppm (T, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.86 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.07 ppm (M, ArCH₂ N.sup. ⊕ H₃ and CH₂ SO)--1H at 3.67 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.40 ppm (S, CH₃ Ar)--4H at 2.50 ppm (M, ##STR195## 2H at 1.90 ppm (M, ##STR196##

NMR no. 95-(b): 1H at 8.90 ppm (D, J=9 Hz, CONH)--3H at 8.05 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.40 ppm (D, J=8 Hz, HAr 4')--1H at 7.20 ppm (D, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.30 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.95 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.00 ppm (ArCH₂ N.sup.⊕ H₃ et CH₂ SO)--1H at 3.63 ppm (D, J=17 Hz, CH₂ SO)--4H at 2.40 ppm (M, ##STR197## 6H at 2.20 ppm (S, CH₃ Ar)--2H at 1.90 ppm (M, ##STR198##

NMR no. 96-(b): 1H at 8.90 ppm (D, J=9 Hz, CONH)--3H at 7.90 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.00 ppm (S, HAr)--1H at 6.9 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.30 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.94 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.00 ppm (M, ArCH₂ N.sup.⊕ H₃ et CH₂ SO)--1H at 3.62 ppm (D, J=17 Hz, CH₂ SO)--4H at 2.50 ppm (M, ##STR199## 3H at 2.32 ppm (S, CH₃ Ar)--3H at 2.2 ppm (S, CH₃ Ar)--3H at 2.16 ppm (S, CH₃ Ar)--2H at 1.90 ppm (M, ##STR200##

NMR no. 97-(b): 1H at 10.30 ppm (S, ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--1H at 8.30 ppm (Se., HAr 2')--3H at 8.05 ppm (M, CH₂ N.sup.⊕ H₃)--2H at 7.70 ppm (M, HAr 5', 6')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.03 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.85 ppm (M, CH₂ N.sup. ⊕ H₃)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.47 ppm (2S, (CH₃)₂ C).

NMR no. 98-(b): 1H at 9.90 ppm (S, ArNHCO)--1H at 8.66 ppm (D, J=9 Hz, CONH)--1H at 8.28 ppm (S, HAr 2')--5H at 7.70 ppm (M, HAr 5', 6' at CH₂ N.sup.⊕ H₃)--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.03 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.68 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.05 ppm (M, ##STR201## 2H at 2.75 ppm (T, J=7 Hz, ##STR202## 6H at 1.46 ppm (2S, (CH₃)₂ C).

NMR no. 99-(b): 1H at 10.5 ppm (S, ArNHCO)--1H at 8.56 ppm (D, J=9 Hz, CONH)--2H at 7.89 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.70 ppm (D, J=8 Hz, HAr 3', 5')--3H at 7.70 ppm (Se., (CH₂)₂ N.sup.⊕ H₃)--1H at 6.95 ppm (S, H thiazol)--1H at 5.98 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.79 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH.sub. 2 SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.06 ppm (M, ##STR203## 2H at 2.70 ppm (M, ##STR204## 6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 100-(b): 1H at 12.75 ppm (Se., thiazol NHCO)--1H at 8.90 ppm (D, J=9 Hz, CONH)--4H at 8.15 ppm (M, CH₂ NH₃ and H thiazol in 3)--1H at 6.96 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.0 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.86 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.66 ppm (D, J=17 Hz, CH₂ SO)--4 H at 2.5 ppm (M, ##STR205## 2H at 1.90 ppm (M, ##STR206##

NMR no. 101-(b): 1H at 10.8 ppm (S, ArNHCO)--1H at 8.95 ppm (D, J=9 Hz, CONH)--3H at 8.15 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.90 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.70 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.97 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.36 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)-- 3H at 3.80 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--4H at 2.40 ppm (M, ##STR207## 2H at 1.90 ppm (M, ##STR208##

NMR no. 102-(b): 1H at 8.45 ppm (D, J=9 Hz, CONH)--3H at 8.0 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.79 ppm (S, H thiazol)--1H at 5.98 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.15 ppm (2D, J=13 Hz, CH₂ OCO) 1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.62 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.15 ppm (De., J=12 Hz, H₂ Eq piperidine)--3H at 3.84 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--2H at 3.58 ppm (M, CH₂ SO and H₆ Eq piperidine)--1H at 3.05 ppm (Te., J= 12 Hz, H₂ Ax piperidine)--1H at 2.81 ppm (Te., J=12 Hz, H₆ Ax piperidine)--1H at 2.60 ppm (M, CHCO₂)--2H at 1.84 ppm (M, H₃ and H₅ piperidine) 2H at 1.50 ppm (M, H₃ and H₅ piperidine)--6H at 1.45 ppm (2D, (CH₃)₂ C).

NMR no. 103-(b): 1H at 8.72 ppm (D J=9 Hz, CONH)--3H at 8.25 ppm (Se., CH₂ N.sup.⊕ H₃)--3H at 7.75 ppm (M, HAr)--1H at 6.97 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.05 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 104-(b): 2H at 8.80 ppm (Se., CH₂ N.sup.⊕ H₂ CH₃)--1H at 8.77 ppm (D, J=9 Hz, CONH)--3H at 7.75 ppm (M, HAr)--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.86 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.25 ppm (M, CH₂ N.sup.⊕ H₂ CH₃)--1H at 4.10 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.74 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.58 ppm (M, CH₂ N.sup.⊕ H₂ --CH₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 105-(b): 1H at 10.70 ppm (S, ArNHCO)--2H at 8.70 ppm (Se., CH₂ N.sup.⊕ H₂ CH₃)--1H at 8.68 ppm (D, J=9 Hz, CONH)--1H at 8.16 ppm (S, HAr 2')--1H at 7.92 ppm (D, J=8 Hz, HAr 6')--1H at 7.66 ppm (D, J=8 Hz, HAr 4')--1H at 7.50 ppm (T, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1 H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.02 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.90 ppm (M, CH₂ N.sup.⊕ HCH₃)--1H at 3.74 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.60 ppm (M, CH₂ N.sup.⊕ H₂ CH₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 106-(b): 1H at 10.80 ppm (S, ArNHCO)--3H at 8.70 ppm (M, CH₂ N.sup.⊕ H₂ CH₃ et CONH)--2H at 7.92 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.69 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.95 ppm (M, CH.sub. 2 N.sup.⊕ H₂ CH₃)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.62 ppm (M, CH₂ N.sup.⊕ H₂ CH₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 107-(b): 1H at 9.95 ppm (S, ArNHCO)--1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 8.05 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.61 ppm (D, J=8 Hz, HAr 6')--1H at 7.52 ppm (D, J=8 Hz, HAr 4')--1H at 7.31 ppm (T, J=8 Hz, HAr 6')--1H at 6.96 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz, CH₂ OCO)-- 1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.81 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.72 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.28 ppm (S, ArCH₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 108-(b): 1H at 9.75 ppm (S, ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--3H at 7.70 ppm (Se., CH₂ CH₂ N.sup.⊕ H₃)--1H at 7.60 ppm (D, J=8 Hz, HAr 6')--1H at 7.50 ppm (D, J=8 Hz, HAr 4')--1H at 7.25 ppm (T, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.39 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.72 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.02 ppm (M, CH₂ CH₂ N.sup.⊕ H₃)--2H at 2.69 ppm (T, J=7, CH₂ CH₂ N.sup.⊕ H₃)--3H at 2.29 ppm (S, ArCH₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 109-(b): 1H at 12.7 ppm (Se., NHCO thiazol)--1H at 8.79 ppm (D, J=9 Hz, CONH)--1H at 8.08 ppm (S, H thiazol in 3)--3H at 7.75 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.98 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.37 ppm (D, J=13 Hz CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.03 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.68 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.06 ppm (M, CH.sub. 2 CH₂ N.sup.⊕ H₃)--2H at 2.77 ppm (T, J=7 Hz, CH₂ CH₂ N.sup.⊕ H₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 110-(b): 1H at 8.70 ppm (D, J=9 Hz, CONH)--5H at 7.96 ppm (M, HAr 2', 6' and CH₂ N.sup.⊕ H₃)--2H at 7.55 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.46 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.99 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.06 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.74 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.55 ppm (Se., CH₂ N.sup.⊕ H₃)--3H at 3.25 ppm (Se., NCH₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 111-(b): 1H at 10.5 ppm (Se., ArNHCO)--1H at 8.95 ppm (D, J=9 Hz, CONH)--2H at 7.89 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.71 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.96 ppm (S, H thiazo)--1H at 5.98 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)-- 2H at 3.05 ppm (M, CH₂ CH₂ N.sup.⊕ H₃)--2H at 2.70 ppm (T, J=7 Hz, CH₂ CH₂ N.sup.⊕ H₃)--4H at 2.40 ppm (M, ##STR209## 2H at 1.90 ppm (M, ##STR210##

NMR no. 112-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--3H at 7.90 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.80 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.17 ppm (2D, J=13 Hz, CH₂ OCO)--1H at 4.96 ppm (D, J=4 Hz, H₆)--1H at 4.60 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.18 ppm (M, H₂ e piperidine) 3H at 3.90 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--2H at 3.58 ppm (M, CH₂ SO et H₆ e piperidine)--1H at 3.06 ppm (M, H₂ a piperidine)--1H at 2.75 ppm (M, H₆ a piperidine)--1H at 2.60 ppm (M, H₄ piperidine)--4H at 2.40 ppm (M, ##STR211## 4H at 1.80 ppm et 2H 1.50 ppm ##STR212## et H₃ et H₅ piperidine).

NMR no. 113-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 8.40 ppm (Se., CHN.sup.⊕ H₃)--1H at 8.13 ppm (S, HAr 6')--1H at 8.00 ppm (D, J=8 Hz, HAr 2')--1H at 7.64 ppm (D, J=8 Hz, HAr 3')--1H at 6.97 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.86 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.19 ppm (M, CH₂ N.sup.⊕ H₃)--1 H at 4.10 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.76 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 114-(b): 1H at 8.72 ppm (D, J=9 Hz, CONH)--3H at 8.40 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 8.11 ppm (M, HAr 2', 6')--1H at 7.86 ppm (M, HAr 3')--1H at 6.99 ppm (S, H thiazol)--1H at 6.01 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.46 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.89 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.18 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 4.06 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.78 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 115-(b): 1H at 10.20 ppm (Se., ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--1H at 8.16 ppm (Se., HAr 2')--1H at 7.84 ppm (D, J=8 Hz, HAr 6')--3H at 7.66 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.60 ppm (D, J=8 Hz, HAr 4')--1H at 7.45 ppm (T, J=8 Hz, HAr 5')--1H at 6.97 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1 H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.81 ppm (M, CH₂ --N.sup.⊕ H₃)--2H at 2.40 ppm (T, J=7 Hz, CH₂ CO₂)--2H at 1.82 ppm (M, CH₂ CH₂ CO₂)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 116-(b): 1H at 10.3 ppm (Se., ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--2H at 7.90 ppm (D, J=8 Hz, HAr 2', 6')--1H at 7.67 ppm (D, J=8 Hz, HAr 3', 5')--3H at 7.60 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (D, J=13 Hz CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.79 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.06 ppm (D, J=17 Hz, CH₂ SO)-- 1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.79 ppm (M, CH₂ N.sup.⊕ H₃)--2H at 2.42 ppm (M, CH₂ --CONHAr)--2H at 1.84 ppm (M, CH₂ CH₂ N.sup.⊕ H₃)--6H at 1.48 ppm (2S, (CH₃)₂ C).

NMR no. 117-(b): 1H at 10.30 ppm (Se., ArNHCO)--1H at 8.75 ppm (D, J=9 Hz, NHCO)--2H at 7.84 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.72 ppm (D, J=8 Hz, HAr 3', 5')--3H at 7.60 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.97 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.90 ppm (D, J=4 Hz, H₆)--1H at 4.78 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)-- 1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--2H at 2.75 ppm (M, CH₂ N.sup.⊕ H₃)--2H at 2.36 ppm (M, CH₂ CONHAr)--4H at 1.58 ppm (M, --COCH₂ (CH₂)₂ CH₂ N.sup.⊕ H₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 118-(b): 1H at 12.7 ppm (Se, NHCO thiazol)--1H at 8.65 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se, CH₂ N.sup.⊕ H₃)--1H at 6.93 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.02 ppm (D, J=4 Hz, H₆)--1H at 4.75 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.02 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.90 ppm (M, CH₂ Gly)--1H at 3.70 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.50 ppm (S, CH₃ thiazol-- 6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 119-(b): 1H at 8.45 ppm (D, J=9 Hz, CONH)--3H at 7.80 ppm (Se., CH--N.sup.⊕ H₃)--1H at 6.80 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.10 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.58 ppm (D, J=13 Hz, CH₂ OCO)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.56 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.00 ppm (2M, CHN.sup.⊕ H₃)--1H at 2.25 ppm (M, CHCO₂)--4H at 1.80 ppm and 4H at 1.40 ppm (M, CH₂ cyclohexane)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 120-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--2H at 7.80 ppm (Se., HAr 2', 6')--3H at 7.65 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.57 ppm (D, J=8 Hz HAr 4')--1H at 7.47 ppm (T, J=8 Hz, HAr 5')--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.82 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH.sub. 2 SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--3H at 3.00 ppm (M, ##STR213## 6H at 1.50 ppm (2S, (CH₃)₂ C)--3H at 1.20 ppm (D, J=7 Hz, ##STR214##

NMR no. 121-(b): 1H at 10.0 ppm (Se., ArNHCO)--1H at 8.85 ppm (D, J=9 Hz, CONH)--3H at 8.05 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.45 ppm (S, HAr 6')--1H at 7.30 ppm (S, HAr 4')--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.43 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.78 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.80 ppm (M, CH₂ Gly)--1 H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--6H at 2.25 ppm (2S, CH₃ Ar)--6H at 1.50 ppm (2S, (CH₃)₂ C).

NMR no. 122-(b): 1H at 10.45 ppm (Se., ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--1H at 8.50 ppm (Se., N.sup.⊕ H₂, piperidine)--1H at 8.20 ppm (Se., N.sup.⊕ H₂, piperidine)--2H at 7.84 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.70 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.98 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.78 ppm (D, J=13 Hz, CH₂ OCO)--1 H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.30 ppm (M, CH₂ in αN.sup.⊕ H₂ piperidine)--2H at 2.90 ppm (M, CH₂ in αN.sup.⊕ H₂ piperidine)--1H at 2.66 ppm (M, CHCONH)--4H at 1.80 ppm (M, CH₂ in βN.sup.⊕ H₂ piperisine)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 123-(b): 1H at 10.25 ppm (Se., ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--1H at 8.50 ppm (Se., N.sup.⊕ H₂, piperidine)--1H at 8.25 ppm (Se, N.sup.⊕ H₂, piperidine)--1H at 8.19 ppm (Se, HAr 2')--1H at 7.86 ppm (D, J=8 Hz, HAr 6')--1H at 7.60 ppm (D, J=8 Hz, HAr 4')--1H at 7.42 ppm (T, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.81 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.05 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.71 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.30 ppm (M, CH₂ in αN.sup.⊕ H₂ Piperidine)--2H at 2.90 ppm (M, CH₂ in αN.sup.⊕ H₂ piperidine)--1H at 2.66 ppm (M, CHCONH)--4H at 1.80 ppm (M, CH₂ in βN.sup.⊕ H₂ piperidine)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 124-(b): 1H at 10.75 ppm (Se., ArNHCO)--1H at 8.80 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CHN.sup.⊕ H₃)--2H at 7.92 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.70 ppm (D, J=8 Hz, HAr 3', 5')--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.00 ppm (M, HαAla and CH₂ SO)--1 H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.50 ppm (2S, (CH₃)₂ C)--3H at 1.42 ppm (D, J=7 Hz, CH₃ Ala).

NMR no. 125-(b): 1H at 10.80 ppm (Se., ArNHCO)--1H at 9.00 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CH--N.sup.⊕ H₃)--2H at 7.85 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.75 ppm (D, J=8 Hz, HAr 3', 5')--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.00 ppm (M, HαAla and CH₂ SO)--1 H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--4H at 2.40 ppm (M, ##STR215## 2H at 1.80 ppm (M, ##STR216## 3H at 1.43 ppm (D, J=7 Hz, CH₃ Ala).

NMR no. 126-(b): 1H at 8.45 ppm (D, J=9 Hz, CONH)--3H at 8.00 ppm (Se., N.sup.⊕ H₃ Ala)--3H at 7.90 ppm (Se., N.sup.⊕ H₃ thiazol)--1H at 6.80 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.20 ppm (M, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.50 ppm (D, CH₂ OCO)--1H at 3.15 ppm (M, H₂ a piperidine)--1H at 2.80 ppm (M, H₆ a piperidine)--1H at 2.60 ppm (M, --CHCO₂ piperidine)--2H at 1.80 ppm et 2H at 1.50 ppm (2M, H₃ and H₅ piperidine)--6H at 1.45 ppm (2S, (CH₃)₂ C)--3H at 1.20 ppm (2D, CH₃ CH).

NMR no. 127-(b): 1H at 8.43 ppm (D, J=9 Hz, CONH)--6H at 7.50 ppm (Se., N.sup.⊕ H₃)--1H at 6.80 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (2D, J=13 Hz, CH₂ OCO)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.58 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.20 ppm (M, H₂ e piperidine)--1H at 3.90 ppm (D, J=17 Hz CH₂ SO)--1H at 3.64 ppm (M, H₆ e piperidine)--1H at 3.57 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.07 ppm (M, H₂ a piperidine)--2H at 2.96 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 2.75 ppm (M, H₆ a piperidine)--3H at 2.65 ppm (M, CHCO₂ and CH₂ CON)--2H at 1.80 ppm et 2H at 1.50 ppm (H₃ and H₅ piperidine)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 128-(b): 1H at 8.45 ppm (D, J=9 Hz, CONH)--6H at 7.70 ppm (Se., N.sup.⊕ H₃)--1H at 6.80 ppm (S, H thiazol)--1H at 5.98 ppm (D de D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.20 ppm (2D, J=13 Hz, CH₂ OCO)--1H at 4.96 ppm (D, J=4 Hz, H₆)--1H at 4.58 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.18 ppm (H₂ e piperidine)--1H at 3.90 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (M, H₆ e piperidine)--1H at 3.55 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.00 ppm (M, H₂ a piperidine)-- 4H at 2.65 ppm (M, CH₂ N.sup.⊕ H₃, H₆ a et H₄ piperidine)--2H at 2.40 ppm (T, CH₂ CON)--4H at 1.70 ppm (M, CHCH₂ CH₂ N.sup.⊕ H₃, H₃ and H₅ piperidine)--2H at 1.50 ppm (M, H₃ and H₅ piperidine)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 129-(b): 1H at 8.50 ppm (Se., N.sup.⊕ H₂ piperidinium)--1H at 8.45 ppm (D, J=9 Hz, CONH)--1H at 8.25 ppm (Se., N.sup.⊕ H₂ piperidinium)--3H at 7.40 ppm (Se., N.sup.⊕ H₃ thiazol)--1H at 6.80 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.16 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.15 ppm (M, H₂ e piperidine)--2H at 3.90 ppm (M, H₆ e piperidine and CH₂ SO)--1H at 3.55 ppm (D, J=17 Hz, CH₂ SO)--2H at 3.25 ppm (M, H₂ e and H₆ e piperidinium)--1H at 3.15 ppm (M, H.sub. 2 a piperidine)--3H at 2.85 ppm (M, H₆ a piperidine and H₂ a and H₆ a piperidinium)--2H at 2.70 ppm (M, H₄ piperidine and H₄ piperidinium)--6H at 1.75 ppm and 2H at 1.50 ppm (2M, H₃ and H₅ piperidinium H₃ and H₅ piperidine)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 130-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.80 ppm (D, J=8 Hz, HAr 6')--2H at 7.45 ppm (M, HAr 3', 5') 1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.00 ppm (M, CH₂ N.sup.⊕ H₃ and CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.45 ppm (S, CH₃ Ar)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 131-(b): 1H at 8.85 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.80 ppm (D, J=8 Hz, HAr 6')--2H at 7.45 ppm (M, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.45 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--3H at 4.00 ppm (M, CH₂ N.sup.⊕ H₃ et CH₂ SO)--1H at 3.73 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.50 ppm (S, CH₃ Ar)--4H at 2.40 ppm (M, ##STR217## 2H at 1.80 ppm (M, ##STR218##

NMR no. 132-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--3H at 8.10 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.55 ppm (S, HAr)--1H at 7.45 ppm (S, HAr)--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.83 ppm (D, J=13 Hz, CH₂ OCO)--3H at 3.70 ppm (M, CH₂ N.sup.⊕ H₃ et CH₂ SO)--1H at 3.70 ppm (D, J=17 Hz, CH₂ SO)--3H at 2.40 ppm (S, CH₃ Ar)-- 3H at 2.34 ppm (S, CH₃ Ar)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 133-(b): 1H at 12.5 ppm (Se., ArNHCO)--1H at 8.78 ppm (D, J=9 Hz, CONH)--3H at 8.30 ppm (Se., ##STR219## 1H at 8.20 ppm (S, H thiazol in 3)--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (2D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.90 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.15 ppm (M, ##STR220## 1H at 4.00 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.76 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.44 ppm (2S, (CH₃)₂ C)--3H at 1.40 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 134-(b): 1H at 8.85 ppm (D, J=9 Hz, CONH)--1H at 8.50 ppm (S, H thiazol in 3)--3H at 7.90 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.99 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.00 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.75 ppm (D, J=17 Hz, CH₂ SO)--4H at 3.20 ppm (M, CH₂ CH₂ N.sup.⊕ H₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 135-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--1H at 8.57 ppm (S, H thiazol in 3)--3H at 8.50 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.40 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.90 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.45 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 4.00 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.72 ppm (D, J=17 Hz, CH₂ SO)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 136-(b): 1H at 8.90 ppm (D, J=9 Hz, CONH)--1H at 8.60 ppm (S, H thiazol in 3)--1H at 8.50 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.98 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.42 ppm (D, J=13 Hz, CH₂ OCO)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.84 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.45 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 4.00 ppm (D, J=17 Hz, CH₂ SO)--1H at 3.72 ppm (D, J=17 Hz, CH₂ SO)--4H at 2.40 ppm (M, ##STR221## 2H at 1.86 ppm (M, ##STR222##

NMR no. 137-(b): 1H at 8.90 ppm (T, J=8 Hz, ##STR223## 1H at 8.75 ppm (D, J=9 Hz, CONH)--3H at 8.00 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.88 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.40 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.96 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.44 ppm (D, J=13 Hz, CH₂ OCO)--1H at 4.98 ppm (D, J=4 Hz, H₆)--1H at 4.80 ppm (D, J=13 Hz, CH₂ OCO)--2H at 4.40 ppm (D, J=8 Hz, ArCH₂ NH)--1H at 4.06 ppm 1H at 3.70 ppm (D, J=17 Hz, CH₂ S→O)--2H at 3.57 ppm (M, OCCH₂ N.sup.⊕ H₃)--2H at 1.47 ppm (2S, (CH₃)₂ C).

By operating as in Example 2 of Example 3, the compounds according to the invention are obtained, in the form of trifluoroacetates described in Table II below. ##STR224##

These compounds are identified by a reference number and for each of them are given the values of R₁, R₂, n and B and the NMR spectrum.

The chromatography eluant is also given which serves to isolate (V): the last intermediate product before deblocking of the acid and amine functions of the molecule. This intermediate V is characterized by its infra-red spectrum, the wavelengths indicated in cm⁻¹ correspond in order to the elongation vibration frequencies of the carbonyl at the 8 position of the beta lactam, the tertiobutylic esters and the thioester at the 3 position, the amide at the 7 position and the protective carbonate of the amine. When 2 wavelengths only are indicated the second corresponds to a wide band which covers the elongation vibration frequencies both of the esters, the amide and the protective carbonate of the amine and the thioester.

It happens for certain products that the vibration frequency of the thioester is at the same wavelength as that of the tertiobutylic esters. This is indicated in the table by +COS opposite the corresponding vibration frequency.

                                      TABLE II                                     __________________________________________________________________________      SR no.                                                                             n                                                                                ##STR225##                                                                           B                 vol/volintermediate Veluant                                                   fromChromatography                                                                       VintermediateδCO                                                        cm.sup.-1IR                                                                            NMR no.                         __________________________________________________________________________     41970                                                                              0                                                                                 ##STR226##                                                                          (CH.sub.2).sub.3 NH.sub.2                                                                        CH.sub.2 Cl.sub.2 AcOEt                                                               90 10                                                                            1800 1720 1690                                                                         1                               41971                                                                              " "     (CH.sub.2).sub.4 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                     90                                                                               1800    2                                                             AcOEt  10                                                                               1715                                                                           1690                                    41972                                                                              " "     (CH.sub.2).sub.5 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                     92                                                                               1800    3                                                             AcOEt  8 1720                                                                           1690                                    41973                                                                              " "                                                                                     ##STR227##       CH.sub.2 Cl.sub.2 AcOEt                                                               90 10                                                                            1800 1725 1690                                                                         4                               42074                                                                              " "                                                                                     ##STR228##       CH.sub.2 Cl.sub.2 AcOEt                                                               90 10                                                                            1800 1725 1690                                                                         5                               42076                                                                              " "     (CH.sub.2).sub.3 NHCH.sub.3                                                                      CH.sub.2 Cl.sub.2                                                                     90                                                                               1800    6                                                             AcOEt  10                                                                               1725                                                                           1690                                    42077                                                                              " "     (CH.sub.2).sub.7 NH.sub.2                                                                        CH.sub.2 Cl.sub.2                                                                     95                                                                               1800    7                                                             AcOEt  5 1720                                                                           1690                                    42118                                                                              " "                                                                                     ##STR229##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1803 1720 1690                                                                         8                               42119                                                                              " "                                                                                     ##STR230##       CH.sub.2 Cl.sub.2 AcOEt                                                               92.5 7.5                                                                         1805 1720                                                                              9                               42187                                                                              " "                                                                                     ##STR231##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1805 1725                                                                             10                               42199                                                                              " CH.sub.2                                                                              ##STR232##       CH.sub.2 Cl.sub.2 AcOEt                                                               90 10                                                                            1800 1725 1690                                                                        11                               42218                                                                              "                                                                                 ##STR233##                                                                          "                 CH.sub.2 Cl.sub.2 AcOEt                                                               92.5 7.5                                                                         1805 1725 1690                                                                        12                               42219                                                                              "                                                                                 ##STR234##                                                                           ##STR235##       CH.sub.2 Cl.sub.2 AcOEt                                                               92.5 7.5                                                                         1805 1725 1690                                                                        13                               42220                                                                              " CH.sub.2                                                                              ##STR236##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                              1800 1720                                                                            14                               42221                                                                              "                                                                                 ##STR237##                                                                          "                 CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1800 1720                                                                             15                               42222                                                                              "                                                                                 ##STR238##                                                                          "                 CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1805 1720                                                                             16                               42531                                                                              "                                                                                 ##STR239##                                                                           ##STR240##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1800 1720                                                                             17                               42532                                                                              "                                                                                 ##STR241##                                                                           ##STR242##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1800 1720                                                                             18                               42533                                                                              "                                                                                 ##STR243##                                                                           ##STR244##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1800 1720 1690                                                                        19                               42534                                                                              "                                                                                 ##STR245##                                                                           ##STR246##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1800 1720 1690                                                                        20                               42535                                                                              "                                                                                 ##STR247##                                                                           ##STR248##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1800 1720                                                                             21                               42536                                                                              "                                                                                 ##STR249##                                                                           ##STR250##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1800 1720                                                                             22                               42659                                                                              "                                                                                 ##STR251##                                                                           ##STR252##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.4                                                                           1802 1720                                                                             23                               42660                                                                              "                                                                                 ##STR253##                                                                           ##STR254##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.5                                                                           1802 1720                                                                             24                               42661                                                                              "                                                                                 ##STR255##                                                                           ##STR256##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1802 1720                                                                             25                               42662                                                                              "                                                                                 ##STR257##                                                                           ##STR258##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1802 1720                                                                             26                               42663                                                                              "                                                                                 ##STR259##                                                                           ##STR260##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.4                                                                           1802 1720 1680                                                                        27                               42664                                                                              " "                                                                                     ##STR261##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1802 1720                                                                             28                               42665                                                                              "                                                                                 ##STR262##                                                                           ##STR263##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1802 1720                                                                             29                               42672                                                                              1                                                                                 ##STR264##                                                                           ##STR265##       CH.sub.2 Cl.sub.2 AcOEt                                                               90 10                                                                            1802 CH.sub.2 Cl.sub.2 1720                                                           3080                             42673                                                                              0 "                                                                                     ##STR266##       CH.sub.2 Cl.sub.2 MeOH                                                               101 1                                                                             1802 CH.sub.2 Cl.sub.2 1715                                                           3190                             42674                                                                              "                                                                                 ##STR267##                                                                           ##STR268##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                              1802 CH.sub.2 Cl.sub.2 1715                                                          3290                             42685                                                                              "                                                                                 ##STR269##                                                                           ##STR270##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1805 1725 1695                                                                        33                               42686                                                                              "                                                                                 ##STR271##                                                                           ##STR272##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1805 1725 1695                                                                        34                               42847                                                                              "                                                                                 ##STR273##                                                                           ##STR274##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1800 CH.sub.2 Cl.sub.2 1710                                                           35                               42850                                                                              " "                                                                                     ##STR275##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1720                                                                             36                               42851                                                                              "                                                                                 ##STR276##                                                                           ##STR277##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1805 1720                                                                             37                               42853                                                                              "                                                                                 ##STR278##                                                                           ##STR279##       CH.sub.2 Cl.sub.2 AcOEt                                                               95 5                                                                             1802 1720                                                                             38                               42854                                                                              "                                                                                 ##STR280##                                                                           ##STR281##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.4                                                                           1802 1720                                                                             39                               42856                                                                              "                                                                                 ##STR282##                                                                           ##STR283##       CH.sub.2 Cl.sub.2 AcOEt                                                               85 15                                                                            1803 1720 1685                                                                        40                               42858                                                                              " "                                                                                     ##STR284##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1802 1725 1690                                                                        41                               42859                                                                              " "                                                                                     ##STR285##       CH.sub.2 Cl.sub.2 AcOEt                                                               70 30                                                                            1802 1720 1690                                                                        42                               42860                                                                              "                                                                                 ##STR286##                                                                           ##STR287##       CH.sub.2 Cl.sub.2 AcOEt                                                               70 30                                                                            1802 1720                                                                             43                               42863                                                                              "                                                                                 ##STR288##                                                                           ##STR289##       CH.sub.2 Cl.sub.2 AcOEt                                                               90 10                                                                            1800 1720 1690                                                                        44                               42868                                                                              " "                                                                                     ##STR290##       CH.sub.2 Cl.sub.2 MeOH                                                               100 0.7                                                                           1802 1720                                                                             45                               42902                                                                              " "                                                                                     ##STR291##       CH.sub.2 Cl.sub.2 MeOH                                                               100 1                                                                             1802 1720 1670                                                                        46                               __________________________________________________________________________

NMR Spectra: The spectra are recorded at 60 MHz, indicated by (a) or at 250 MHz, indicated by (b); when two stereoisomers exist in the molecule, the split signals are indicated by *.

NMR no. 1-(a): 8H between 6 and 9 ppm (wide signal, CH₂, TFA, CO₂ H)--1H at 8.40 ppm (D, J=9 Hz, CONH)--1H at 6.86 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.20 ppm (AB, J_(AB) =13 Hz, CH₂ SCO)--3H at 3.70 ppm (M, CH₂ SCO and CH₂ SO)--4H at 2.75 ppm (M, CH₂ NH₂ and CH₂ COS)--2H at 1.77 ppm (M, CH₂ CH₂ CH₂)--6H at 1.45 ppm (S, (CH₃)₂ C).

NMR no. 2-(a): 8H between 6.5 and 9 ppm (wide signal, CO₂ H, TFA, NH₂)--1H at 8.40 ppm (D, J=9 Hz, CONH)--1H at 6.88 ppm (S, H thiazol)--1H at 6.0 ppm (D D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.20 ppm (A of AB, J=13 Hz, CH₂ SCO)--3H at 3.80 ppm (M, CH₂ SO and CH₂ SCO)--4H at 2.65 ppm (M, CH₂ NH₂ and CH₂ COS)--10H 1.45 ppm (S.e., (CH₃)₂ C and CH₂ (CH₂)₂ CH₂).

NMR no. 3-(a): 8H between 6.5 et 8.7 ppm (wide signal (NH₂, CO₂ H, TFA)--1H at 8.40 ppm (D, J=9 Hz, CONH)--1H at 6.87 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.0 ppm (D, J₁ =4 Hz, H₆)--1H at 4.20 ppm (A of AB, J=13 Hz, CH₂ SO)--3H at 3.70 ppm (M, CH₂ SCO and CH₂ SO)--4H at 2.80 ppm (M, CH₂ NH₂ and CH₂ CO) 12H at 1.45 ppm (S.e., (CH₃)₂ C and CH₂ (CH₂)₃ CH₂).

NMR no. 4-(a): 7H between 6.5 et 9.5 ppm (Wide signal, NH₂, NH, CO₂ H, TFA)--1H at 8.40 ppm (D, J=9 Hz, CONH)--1H at 6.90 ppm (S, H thiazol)--1H at 6.0 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.20 ppm (A of AB, J_(AB) =13 Hz, CH₂ SCO)--3H at 3.70 ppm (M, CH₂ SCO and CH₂ SO)--5H at 3.0 ppm (M, CH₂ N and CHCOS)--4H at 1.90 ppm (M, CH₂ CH₂ N)--6H at 1.45 ppm (S, (CH₃)₂ C).

NMR no. 5-(b): 5H between 7 and 9 ppm (wide signal, NH₂, TFA, NH)--1H at 8.34 ppm (2D, J=9 Hz, CONH)*--1H at 6.8 ppm (S, H thiazol)--1H at 5.97 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.16 ppm (2D, J=13 Hz, CH₂ SCO)*--1H at 3.76 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.66 ppm (S, CH₂ SO)--1H at 3.4 ppm, 1H at 3.16 ppm and 2H at 2.95 ppm (M, CH₂ N)--1H at 2.80 ppm (M, CHCOS)--4H between 1.5 and 2.1 ppm (M, CH₂ CH₂ CH₂ N)--6H at 1.44 ppm (S, (CH₃)₂ C).

NMR no. 6-(a): 3H at 8.50 ppm (S.e., CONH, N⁺ H₂)--3H at 7.80 ppm (S.e., N⁺ H₃)--1H at 6.85 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.15 ppm (A of AB, J_(AB) =13 Hz, CH₂ SCO)--1H at 3.80 ppm B of AB, J_(AB) =13 Hz, CH₂ SCO)--2H at 3.70 ppm (S.e., CH₂ SO)--7H at 2.50 ppm (M, CH₃ NH, CH₂ NH, ##STR292## 2H at 1.80 ppm (M, CH₂ CH₂ CH₂ NH)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 7-(a): 1H at 8.35 ppm (D, J=9 Hz, CONH)--8H between 6.5 and 10 ppm (CO₂ H, NH₂, TFA)--1H at 6.82 ppm (S, H thiazol)--1H at 6,00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.00 ppm (D, J=4 Hz, H₆)--1H at 4.15 ppm (A of AB, J_(AB) =13 Hz, CH₂ SCO)--3H at 3.66 ppm (M, CH₂ SO and B of AB, CH₂ SCO)--4H at 2.65 ppm (M, CH₂ CO and CH₂ NH₂)--6H at 1.42 ppm (S, (CH₃)₂ C)--10H at 1.25 ppm (S.e., (CH₂)₅ CH₂ NH₂).

NMR no. 8-(b): 1H at 8.34 ppm (D, J=9 Hz, CONH)--3H at 7.80 ppm (S.e., N⁺ H₃)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.78 ppm (S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.94 ppm (D, J=4 Hz, H₆)--1H at 4.14 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.69 ppm (D, J=13 Hz, CH₂ SO)--2H at 3.63 ppm (S, CH₂ SO)--2H at 2.60 ppm (M, CH₂ NH₂)--1H at 2.45 ppm (M, CHCOS)--4H at 1.84 ppm (M, CH₂ CHCOS)--6H at 1.44 ppm (2 S, (CH₃)₂ C)--2H at 1.40 ppm and 2H at 1.0 ppm (M, CH₂ CHCH₂ NH₂). NMR no. 9-(b): 1H at 8.36 ppm (D, J=9 Hz, NHCO)--3H at 8.30 ppm (S.e., N⁺ H₃)--2H at 7.94 ppm (D, J=8 Hz, H ortho CO)--2H at 7.55 ppm (D, J=8 Hz, H meta CO)--3H at 7.40 ppm (S.e. N⁺ H₃)--1H at 6.76 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.40 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.10 ppm (M, CH₂ NH₂)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.74 ppm (S, CH₂ SO)--6H at 1.42 ppm (2S, (CH₃)₂ C).

NMR no. 10-(a): 1H at 8.30 ppm (D, J=9 Hz, CONH)--8H between 6.5 and 9 ppm (S.e., N⁺ H₃, CO₂ H)--1H at 6.80 ppm (S, H thiazol)--1H at 5.95 ppm (M, H₇)--1H at 4.90 ppm (D, J=4 Hz H₆)--1H at 4.25 ppm (A of AB, J_(AB) =13 Hz, CH₂ SCO)--1H at 3.90 ppm (B of AB, J_(AB) =13 Hz, CH₂ SCO)--2H at 3.65 ppm (S.e., CH₂ SO)--10H between 1 and 2.3 ppm (M, ##STR293## 6H at 1.43 ppm (S, (CH₃)₂ C).

NMR no. 11-(b): 1H at 8.79 ppm (D, J=9 Hz, CONH)--1H at 8.60 ppm and 1H at 8.40 ppm (S.e., N⁺ H₂)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.84 ppm (S, H thiazol)--1H at 5.84 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.90 ppm (D, J=4 hz, H₆)--2H at 4.55 ppm (S, CH₂ ON)--1H at 4.15 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.74 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.54 ppm (S, CH₂ SO)--2H at 3.20 ppm and 3H at 2.90 ppm (M, CH₂ NH and CHCOS)--2 H at 1.95 ppm et 2H at 1.65 ppm (M, CH₂ CH₂ NH).

NMR no. 12-(b): 2H at 8.60 ppm (M, CONH, N⁺ H₂)--1H at 8.40 ppm (S.e., N⁺ H₂)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.81 ppm (2S, H thiazol)*--1H at 5.92 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.92 ppm (2D superposed, H₆)*--1H at 4.60 ppm (Q, J=7 Hz, CHON)--1H at 4.16 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.75 ppm (D, J=13 Hz, CH₂ SCO) 2H at 3.65 ppm (S, CH₂ SO)--2H at 3.25 ppm and 3H at 2.95 ppm (M, CHCOS and ##STR294## 2H at 1.95 ppm et 2H at 1.70 ppm (M, ##STR295## 3H at 1.45 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 13-(b): 2H at 8.70 ppm (M, CONH and N⁺ H₂)--1H at 8.40 ppm (M, N⁺ H₂)--3H at 7.40 ppm (S.e., N⁺ H₃)--1H at 6.79 ppm (S, H thiazol)--1H at 5.90 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.94 ppm (D, J=4 Hz, H₆)--1H at 4.16 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.74 ppm (D, J=13 Hz, CH₂ SCO) 2H at 3.70 ppm (S, CH₂ SO)--2H at 3.25 ppm (M, CH₂ NH)--3H at 2.90 ppm (M, CH₂ NH and CHCOS)--4H at 2.40 ppm (M, ##STR296## 6H at 1.80 ppm (M, ##STR297##

NMR no. 14-(b): 1H at 8.65 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (S.e., N⁺ H₃)--2H at 7.92 ppm (D, J=8 Hz, H ortho CO)--2H at 7.56 ppm (D, J=8 Hz, H meta CO)--3H at 7.30 ppm S.e., N⁺ H₃)--1H at 6.82 ppm (S, H thiazol)--1H at 5.88 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.92 ppm (D, J=4 Hz, H₆)--2H at 4.55 ppm (S, CH₂ ON)--1H at 4.37 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.13 ppm (M, CH₂ NH₂)--1H at 4.42 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.74 ppm (S, CH₂ SO).

NMR no. 15-(b): 1H at 8.60 ppm (2D, J=9 Hz, CONH)*--3H at 8.20 ppm (S.e., N⁺ H₃)--2H at 7.92 ppm (D, J=8 Hz, H ortho CO)--2H at 7.56 ppm (D, J=8 Hz, H meta CO)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.82 ppm (2S, H thiazol)*--1H 5.92 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (2D, superposed, H₆)*--1H at 4.60 ppm (Q, J=7 Hz, CHON)--1H at 4.40 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.13 ppm (M, CH₂ NH₂)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.75 ppm (S, CH₂ SO)--3H at 1.45 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 16-(b): 1H at 8.61 ppm (D, J=9 Hz, CONH)--5H at 8.40 ppm (S.e., N⁺ H₃, CO₂ H)--2H at 7.95 ppm (D, J=8 Hz, H ortho CO)--2H at 7.61 ppm (D, j+8 Hz, H meta CO)--3H at 7.30 ppm (S.e., N⁺ H₃)--1H at 6.76 ppm (S, H thiazol)--1H at 5.92 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.93 ppm (D, J=4 Hz, H₆)--1H at 4.42 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.10 ppm (S.e., CH₂ NH₂)--1H at 3.92 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.74 ppm (S, CH₂ SO)--4H at 2.35 ppm (M, ##STR298## 2H at 1.85 ppm (M, ##STR299##

NMR no. 17-(b): 1H at 8.62 ppm (D, J=9 Hz, CO NH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 8.00 ppm (Se., HAr 2')--1H at 7.90 ppm (D, J=8 Hz, HAr 6')--1H at 7.72 ppm (D, J=8 Hz, HAr 4')--1H at 7.55 ppm (T, J=8 Hz, HAr 5')--1H at 6.93 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.93 ppm (D, J=4 Hz H₆)--1H at 4.43 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.10 ppm (Q, J=7 Hz, CH₂ N.sup.⊕ H₃)--1H at 3.94 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 18-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 8.00 ppm (Se., HAr 2')--1H at 7,90 ppm (D, J=8 Hz, HAr 6')--1H at 7.72 ppm (D, J=8 Hz, HAr 4')--1H at 7.55 ppm (T, J=8 Hz, HAr 5')--1H at 6.92 ppm (S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.96 ppm (D, J=4 Hz, H₆)--1H at 4.44 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.10 ppm (Q, J=7 Hz, CH₂ N.sup.⊕ H₃)--1H at 3.94 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.77 ppm (Se., CH₂ SO)--4H at 2.40 ppm (M, ##STR300## 2H at 1.90 ppm (M, ##STR301## NMR no. 19-(b): 2H at 8.80 ppm (Se., N.sup.⊕ H₂ CH₃)--1H at 8.60 ppm (D, J=9 Hz, CONH)--2H at 7.95 ppm (D, J=8 Hz, HAr 2',6')--2H at 7.60 ppm (D, J=8 Hz, Ar 3', 5')--1H at 6.94 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.42 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.16 ppm (T, J=7 Hz, CH₂ N.sup.⊕ H₂ CH₃)--1H at 3.92 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--3H at 2.55 ppm (T, J=7 Hz CH₂ N.sup.⊕ H₂ CH₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 20-(b): 1H at 8.84 ppm (D, J=9 Hz, CONH)--2H at 8.80 ppm (Se., N.sup.⊕ H₂ --CH₃)--2H at 7.95 ppm (D, J=8 Hz, HAr, 2', 6')--2H at 7.60 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.45 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.16 ppm (T, J=7 Hz, CH₂ N.sup.⊕ H₂ CH₃)--1H at 3.92 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--3H at 2.55 ppm (T, J=7 Hz, CH₂ N.sup.⊕ H₂ --CH₃)--4H at 2.40 ppm (M, ##STR302## 2H at 1.90 ppm (M, ##STR303##

NMR no. 21-(b): 1H at 8.66 ppm (D, J=9 Hz, CONH)--3H at 8.10 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.55 ppm (M, HAr 4', 6')--1H at 7.37 ppm (T, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.96 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.96 ppm (D, J=4 Hz, H₆)--1H at 4.39 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.07 ppm (M, ArCH₂ N.sup.⊕ H₃)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.78 ppm (S, CH₂ SO)--3H at 2.26 ppm (S, CH₃ Ar)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 22-(b): 1H at 8.89 ppm (D, J=9 Hz, CONH)--3H at 8.10 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.55 ppm (M, HAr 4', 6')--1H at 7.37 ppm (T, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 5.0 ppm (D, J=4 Hz, H₆)--1H at 4.40 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.05 ppm (M, ArCH₂ N.sup.⊕ H₃)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.79 ppm (S, CH₂ SO)--4H at 2.40 ppm (M, ##STR304## 3H at 2.25 ppm (S, CH₃ Ar)--2H at 1.90 ppm (M, ##STR305##

NMR no. 23-(b): 1H at 8.64 ppm (D, J=9 Hz, CONH)--3H at 8.14 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.95 ppm (S, HAr 2')--1H at 7.60 ppm (D, J=8 Hz, HAr 6')--1H at 7.39 ppm (D, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.96 ppm (D, J=4 Hz, H₆)--1H at 4.37 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.08 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.94 ppm (D, J=13 Hz, CH.sub. 2 SCO)--2H at 3.74 ppm (Se., CH₂ SO)--3H at 2.37 ppm (S, ArCH₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 24-(b): 1H at 8.80 ppm (2D, J=9 Hz CONH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.94 ppm (S, HAr 2')--1H at 7.80 ppm (D, J=8 Hz, HAr 6')--1H at 7.39 ppm (D, J=8 Hz, HAr 5')--1H at 6.95 ppm (2S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (2D, J=4 Hz, H₆)--1H at 4.70 ppm (M, CH₃ CHON)--1H at 4.37 ppm (2D, J=13 Hz, CH₂ SCO)--2H at 4.08 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.94 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.73 ppm (Se., CH₂ SO)--3H at 2.36 ppm (S, ArCH₃)--3H at 1.42 ppm (D, J=7 Hz, CH₃ CHON).

NMR no. 25-(b): 1H at 8.66 ppm (D, J=9 Hz, CONH)--3H at 8.17 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.80 ppm (M, HAr 2', 6')--1H at 7.50 ppm (D, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.40 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.06 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.74 ppm (S, CH₂ SO)--3H at 2.46 ppm (S, ArCH₃)--6H at 1.46 ppm (2S, (CH₃)₂ C).

NMR no. 26-(b): 1H at 8.80 ppm (2D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.80 ppm (M, HAr 2', 6')--1H at 7.46 ppm (D, J=8 Hz, HAr 5')--1H at 6.95 ppm (2S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (2D, J=4 Hz, H₆)--1H at 4.66 ppm (M, CH₃ CH--ON)--1H at 4.40 ppm (2D, J=13 Hz, CH₂ SCO)--2H at 4.06 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.76 ppm (Se., CH₂ SO)--3H at 2.40 ppm (S, ArCH₃)--3H at 1.44 pm (D, J=7 Hz, CH₃ CHON).

NMR no. 27-(b): 1H at 8.66 ppm (D, J=9 Hz, CONH)--3H at 7.80 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.95 ppm (S, H thiazol)--1H at 5.98 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.18 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.78 ppm (D, J=13 Hz, CH₂ SO)--2H at 3.69 ppm (Se., CH₂ SO)--2H at 2.95 ppm (M, CH₂ N.sup.⊕ H₃)--6H at 1.45 ppm (2S, (CH₃)₂ --C--O)--6H at 1.22 ppm (S, (CH₃)₂ CCOS).

NMR no. 28-(b): 1H at 10.80 ppm (S, ArNHCO)--1H at 8.66 ppm (D, J=9 Hz, CONH)--3H at 8.05 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.89 ppm (D, J=8 Hz HAr 2', 6')--2H at 7.74 ppm (D, J=8 Hz HAr 3', 5')--1H at 6.96 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.42 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.88 ppm (D, J=13 Hz, CH₂ SCO)--4H at 3.80 ppm (M, CH₂ SO and CH₂ N.sup. ⊕ H₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 29-(b): 1H at 10.83 ppm (S, ArNHCO)--1H at 8.89 ppm (D, J=9 Hz, CONH)--3H at 8.10 ppm (Se., CH₂ N.sup.⊕ H₃)--2H at 7.90 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.71 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.94 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.45 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.87 ppm (D, J=13 Hz, CH₂ SCO)--4H at 3.80 ppm (M, CH₂ SO and CH₂ N.sup. ⊕ H₃)--4H at 2.40 ppm (M, ##STR306## 2H at 1.90 ppm (M, ##STR307##

NMR no. 30(b): 1H at 8.50 ppm (Se., N.sup.⊕ H₂ piperidine)--1H at 8.20 ppm (Se., N.sup.⊕ H₂ piperidine)--1H at 8.36 ppm (D, J=9 Hz, CONH)--1H at 6.76 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.16 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.72 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.14 ppm (S, CH₂ SO)--2H at 3.17 ppm 2H at 2.80 ppm (M, 6H ₂ in α N.sup.⊕ H₂)--2H at 2.55 ppm (D, J= 7 Hz CH₂ COS)--1H at 2.00 ppm (M, CHCH₂ COS)--2H at 1.75 ppm and 2H 1.30 ppm (M, CH₂ in β N.sup.⊕ H₂)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 31-(b): 1H at 8.34 ppm (D, J=9 Hz, CONH)--3H at 7.92 ppm (Se., CH₂ N.sup.⊕ H₃)--3H at 7.30 ppm (Se., N.sup.⊕ H₃ thiazol)--1H at 6.76 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.92 ppm (D, J=4 Hz, H₆)--1H at 4.26 ppm (DE, J=12 Hz, H₂ Eq piperidine)--1H at 4.15 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.84 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.72 ppm (D, J=13 Hz, CH₂ SCO)--3H at 3.60 ppm (M, CH₂ SO+H₆ Eq piperidine)--1H at 3.05 ppm (TE, J=12 Hz, H₂ Ax piperidine)--1H at 2.87 ppm (TE, CHCOS)--H at 2.74 ppm (TE, J=12 Hz, H₆ Ax piperidine)--2H at 1.86 ppm (M, H en 3 in 5 piperidine)--2H at 1.45 ppm (M, H en 3 and 5 piperidine)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 32-(b): 1H at 8.66 ppm (D, J=9 Hz, CONH)--3H at 7.90 ppm (Se., CH₂ N.sup.⊕ H₃)--3H at 7.30 ppm (Se., --N.sup.⊕ H₃ thiazol)--1H at 6.78 ppm (S, H thiazol)--1H at 5.90 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.94 ppm (D, J=4 Hz, H₆)--1H at 4.26 ppm (De., J=12 Hz, H₂ Eq piperidine)--1H at 4.16 (D, J=13 Hz, CH₂ SCO)--2 H at 3.82 ppm (M, CH₂ Gly)--1H at 3.74 ppm (D, J=13 Hz, CH₂ SO)--3H at 3.63 ppm (Se., CH₂ SOH₆ Eq piperidine)--1H at 3.05 ppm (Te., J=13 Hz, H₂ Ax piperidine)--1H at 2.87 ppm (Te., J=12 Hz, ##STR308## 1H at 2.75 ppm (Te., J=12 Hz, H₆ Ax piperidine)--4H at 2.44 ppm (M, ##STR309## 4H at 1.90 ppm (M, ##STR310## and H₃ Eq and H₅ Eq piperidine)--2H at 1.50 ppm (M, H₃ Ax and H₅ Ax piperidine).

NMR no. 33-(b): 1H at 10.70 ppm (S, ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--1H at 8.30 ppm (S, HAr 2')--3H at 8.10 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.75 ppm (D, J=8 Hz, HAr 6')--1H at 7.60 ppm (D, J=8 Hz, HAr 4')--1H at 7.50 ppm (T, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 H, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.45 ppm (D, J=13 Hz, CH₂ SCO)-- 1 H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--4H at 3.75 ppm (M, CH₂ SO and CH₂ Gly)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 34-(b): 1H at 10.65 ppm (Se., ArNHCO)--1H at 8.80 ppm (D, J=9 Hz, NHCO)--1H at 8.25 ppm (Se., HAr 2')--3H at 8.05 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.75 ppm (D, J=8 Hz, HAr 6')--1H at 7.58 ppm (D, J=8 Hz, HAr 4')--1H at 7.50 ppm (T, J=8 Hz, HAr 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.45 ppm (D, J=13 Hz, CH₂ SCO)--1 H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--4H at 3.75 ppm (M, CH₂ SO and CH₂ Gly)--4H at 2.40 ppm (M, ##STR311## 2H at 1.90 ppm (M, ##STR312##

NMR no. 35-(b): 1H at 8.40 ppm (D, J=9 Hz, CONH)--6H at 7.60 ppm (Se., N.sup.⊕ H₃)--1H at 6.80 ppm (S, H thiazol)--1H at 5.95 ppm (D de D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.30 ppm (M, H₂ e piperidine)--1H at 4.16 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.75 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.60 ppm (S, CH₂ SO)--1H at 3.55 ppm (M, H₆ e piperidine)--4H at 2.90 ppm (M, CH₂ N.sup.⊕ H₃ et H₂ a and H₆ a piperidine)--3H at 2.60 ppm (M, CH₂ CH₂ N.sup.⊕ H₃ H₄ piperidine)--2H at 1.80 ppm et 2H at 1.50 ppm (2M, H₃ at H₅ piperidine)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 36-(b): 1H at 8.70 ppm (D, J=9 Hz, CONH)--3H at 8.20 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.75 ppm (D, J=8 Hz, HAr 6')--2H at 7.43 ppm (M, HAr 3', 5')--1H at 6.98 ppm (Se., H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.34 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.00 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO) 2H at 3.77 ppm (Se., CH₂ SO--1H at 2.34 ppm (S, CH₃ Ar)--6H at 1.46 ppm (2S, (CH₃)₂ C).

NMR no. 37-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--3H at 8.15 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.72 ppm (D, J=8 Hz, HAr 6')--2H at 7.40 ppm (M, HAr 3', 5')--1H at 6.95 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.93 ppm (D, J=4 Hz, H₆)--1H at 4.34 ppm (D, J=13 Hz, CH₂ SCO)--2H at 4.00 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.78 ppm (Se., CH₂ SO)--2H at 2.34 ppm (S, CH₃ Ar)--4H at 2.30 ppm (M, ##STR313## 2H at 1.80 ppm (M, ##STR314##

NMR no. 38-(b): 1H at 8.60 ppm (D, J=9 Hz, CONH)--7H at 7.70 ppm (M, HAr et CH₂ N.sup.⊕ H₃)--1H at 6.98 ppm (S, H thiazol)--1H at 5.98 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.96 ppm (D, J=4 Hz, H₆)--1H at 4.38 ppm (D, J=13 Hz, CH₂ SCO) 1H at 3.94 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--3H at 3.00 ppm (M, CHCH₂ N.sup.⊕ H₃)--6H at 1.47 ppm (2S, (CH₃)₂ C)--3H at 1.19 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 39-(b): 1H at 8.80 ppm (D, J=9 Hz, CONH)--7H at 7.80 ppm (M, HAr et N.sup.⊕ H₃ CH₂)--1H at 6.95 ppm (S, H thiazol)--1H at 5.95 ppm (D de D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.40 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.93 ppm (D, J=13 Hz CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--3H at 3.00 ppm (M, CHCH₂ N.sup.⊕ H₃)--4H at 2.40 ppm (M, ##STR315## 2H at 1.85 ppm (M, ##STR316## 3H at 1.25 ppm (D, J=7 Hz, CH₃ CH).

NMR no. 40-(b): 1H at 12.6 ppm (Se., ArNHCO)--1H at 8.75 ppm (D, J=9 Hz, CONH)--1H at 8.00 ppm (S, H thiazol in 3)--3H at 7.75 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.00 ppm (S, H thiazol)--1H at 5.98 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.40 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.78 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--2H at 3.50 ppm (M, CH₂ N.sup.⊕ H₃)--2H at 2.80 ppm (M, CH₂ CH₂ N.sup.⊕ H₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 41-(b): 1H at 12.8 ppm (Se., NHCOCH₂)--1H at 8.80 ppm (D, J=9 Hz, CONH)--3H at 8.25 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 8.16 ppm (S, H thiazol in 3)--1H at 7.00 ppm (S, H thiazol)--1H at 5.96 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.40 ppm (D, J=13 Hz, CH₂ SCO) 3H at 3.90 ppm (M, CH₂ N.sup.⊕ H₃ et CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 42-(b): 1H at 10.6 ppm (S, ArNHCO)--1H at 8.70 ppm (D, J=9 Hz, CONH)--2H at 7.90 ppm (M, HAr 2', 6')--5H at 7.60 ppm (M, CH₂ N.sup.⊕ H₃ et HAr 3', 5')--1H at 7.00 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D, J=4 Hz, H₆)--1H at 4.42 ppm (D, J=13 Hz, CH₂ SCO) 1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--2H at 3.05 ppm (M, CH₂ N.sup.⊕ H₃)--2H at 2.72 ppm (M, CH₂ CH₂ N⁺ H₃)--6H at 1.45 ppm (2S, (CH₃)₂ C).

NMR no. 43-(b): 1H at 10.5 ppm (S, ArNHCO)--1H at 8.85 ppm (D, J=9 Hz, CONH)--2H at 7.90 ppm et 2H at 7.75 ppm (M, HAr)--3H at 7.70 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 6.95 ppm (S, H thiazol)--1H at 5.45 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.40 ppm (D, J=13 Hz, CH₂ SCO) 1H at 3.86 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--2H at 3.02 ppm (M, CH₂ N.sup.⊕ H₃)--2H at 2.72 ppm (M, CH₂ CH.sub. 2 N.sup.⊕ H₃)--4H at 2.40 ppm (M, ##STR317## 2H at 1.85 ppm (M, ##STR318##

NMR no. 44-(b): 1H at 10.9 ppm (S, ArNHCO)--2H at 8.80 ppm (Se., CH₂ N.sup.⊕ H₂ CH₃)--1H at 8.70 ppm (D, J=9 Hz, CONH)--2H at 7.90 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.70 ppm (D, J=8 Hz, HAr 3', 5')--1H at 6.98 ppm (S, H thiazol)--1H at 6.00 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.97 ppm (D, J=4 Hz, H₆)--1H at 4.42 ppm (D, J=13 Hz, CH₂ SCO)--3H at 3.90 ppm (M, CH₂ N.sup.⊕ H₂ CH₃ at CH₂ SCO)--2H at 3.75 ppm (Se., CH₂ SO)--3H at 2.55 ppm (M, CH₃ N.sup.⊕ H₂ --CH₂) 6H at 1.46 ppm (2S, (CH₃)₂ C).

NMR no. 45-(b): 1H at 8.75 ppm (D, J=9 Hz, CONH)--1H at 8.55 ppm (D, H thiazol in 3)--3H at 8.50 ppm (Se., CH₂ N.sup.⊕ H₃)--1H at 7.00 ppm (S, H thiazol)--1H at 5.95 ppm (D of D J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.96 ppm (D, J=4 Hz, H₆)--2H at 4.46 ppm (M, CH₂ N.sup.⊕ H₃)--1H at 4.30 ppm (D, J=13 Hz, CH₂ SCO)--1H at 3.90 ppm (D, J=13 Hz, CH₂ SCO)--2H at 3.73 ppm (Se., CH₂ SO)--6H at 1.44 ppm (2S, (CH₃)₂ C).

NMR no. 46-(b): 1H at 8.87 ppm (T, J=8 Hz, NHCH₂ Ar)--1H at 8.64 ppm (D, J=9 Hz, NHCO)--3H at 8.00 ppm (Se., H₃ N.sup.⊕ CH₂)--2H at 7.84 ppm (D, J=8 Hz, HAr 2', 6')--2H at 7.42 ppm (D, J=8 Hz, HAr3', 5')--1H at 6.94 ppm (S, H thiazol)--1H at 5.95 ppm (D of D, J₁ =9 Hz, J₂ =4 Hz, H₇)--1H at 4.95 ppm (D of D, J=4 Hz, H₆)--3H at 4.40 ppm (M, ArCH₂ NH et CH₂ SCO)--1H at 3.88 ppm D, J=13 Hz, CH₂ SCO)--2H at 3.74 ppm) (Se., CH.sub. 2 S→O)--2H at 3.58 ppm (M, OCCH₂ N.sup.⊕ H₃)--6H at 1.47 ppm (2S, (CH₃)₂ C).

The products of the invention have been studied as regards their pharmacological properties and, more especially, bacteriostatic action. This has been determined in vitro by the dilution method, and the study was on Gram negative strains.

Results, expressed in minimum inhibiting concentrations (MIC-- μg/ml), are collected in the following table (Table III).

                                      TABLE III                                    __________________________________________________________________________     MIC (μg/ml) ON DIFFERENT STRAINS                                                   STRAINS                                                                        Escherichia Proteus                                                     PRODUCTS                                                                              coli  Citrobacter                                                                          vulgaris                                                                            Serratia                                                                            Klebsiella                                                                           Enterobacter                                                                          Pseudomonas                          SR No. SOL RL 90                                                                            49    RL 99 bis                                                                           RL 72                                                                               RO 30 RO 154 RL 112                               __________________________________________________________________________     41 730 0.5   0.25  ≦0.12                                                                        1    0.25  0.25   4                                    41 733 2     2     0.5  8    1     1      8                                    41 806 1     1     0.5  4    0.5   8      8                                    41 854 0.25  0.5   ≦0.12                                                                        0.5  0.25  2      4                                    41 855 0.25  1     ≦0.12                                                                        0.5  0.25  2      8                                    41 856 0.5   2     ≦0.12                                                                        2    0.25  4      16                                   41 858 2     1     0.5  4    0.5   8      8                                    41 859 1     2     0.25 4    0.5   8      16                                   41 860 2     1     0.5  4    0.5   8      16                                   41 862 0.25  0.25  ≦0.12                                                                        0.5  0.25  1      4                                    41 885 1     4     0.5  4    0.5   8      8                                    41 887 2     4     0.25 4    0.5   8      8                                    41 888 2     2     1    8    1     8      8                                    41 889 1     1     0.5  4    1     8      8                                    41 891 0.5   0.5   0.5  4    0.5   8      8                                    41 967 0.25  0.5   ≦0.12                                                                        0.5  0.25  2      4                                    41 975 0.25  0.5   0.5  4    0.5   8      8                                    41 976 1     0.5   0.25 8    0.5   8      8                                    42 022 0.5   0.25  ≦0.12                                                                        0.5  0.25  2      4                                    42 024 0.5   0.5   0.25 0.5  0.25  2      4                                    42 025 0.5   0.5   0.25 1    0.5   4      4                                    42 026 0.5   0.25  ≦0.12                                                                        1    0.25  4      8                                    42 027 0.25  0.25  ≦0.12                                                                        0.5  0.25  2      4                                    42 028 0.25  0.5   ≦0.12                                                                        0.5  0.25  2      4                                    42 029 0.25  0.25  ≦0.12                                                                        0.5  0.25  2      8                                    42 042 ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                                                        2    ≦0.12                                                                         1      4                                    42 073 1     0.5   0.5  2    0.5   4      4                                    42 074 1     0.5   0.5  4    0.5   8      8                                    42 117 0.25  0.25  ≦0.12                                                                        0.5  ≦0.12                                                                         1      4                                    42 118 1     0.5   0.25 4    0.5   16     8                                    42 119 0.5   0.25  ≦0.12                                                                        4    0.5   8      8                                    42 208 0.5   0.5   ≦0.12                                                                        1    0.5   0.25   4                                    42 209 0.25  ≦0.12                                                                         ≦0.12                                                                        0.5  0.25  ≦0.12                                                                          4                                    42 210 1     0.5   0.25 1    0.5   0.25   4                                    42 211 ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                                                        ≦0.12                                                                        ≦0.12                                                                         ≦0.12                                                                          64                                   42 212 ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                                                        0.25 ≦0.12                                                                         ≦0.12                                                                          4                                    32 213 0.25  ≦0.12                                                                         ≦0.12                                                                        0.5  0.25  ≦0.12                                                                          16                                   42 214 ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                                                        0.5  ≦0.12                                                                         ≦0.12                                                                          16                                   42 215 ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                                                        0.25 ≦0.12                                                                         ≦0.12                                                                          8                                    42 216 ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                                                        0.5  ≦0.12                                                                         ≦0.12                                                                          8                                    42 217 ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                                                        0.25 ≦0.12                                                                         ≦0.12                                                                          16                                   42 218 0.5   0.25  0.5  2    0.5   0.5    64                                   42 219 0.5   ≦0.12                                                                         ≦0.12                                                                        1    0.5   0.5    4                                    42 221 0.25  ≦0.12                                                                         ≦0.12                                                                        2    ≦0.12                                                                         0.25   64                                   42 222 0.5   ≦0.12                                                                         ≦0.12                                                                        1    0.5   0.5    8                                    42 320 ≦0.125                                                                        ≦0.125                                                                        ≦0.125                                                                       0.5  ≦0.125                                                                        ≦0.125                                                                         4                                    42 321 0.5   0.5   ≦0.125                                                                       1    0.5   0.25   8                                    42 371 0.5   0.25  ≦0.125                                                                       0.5  0.25  0.25   8                                    42 372 0.25  ≦0.125                                                                        ≦0.125                                                                       0.25 0.25  ≦0.125                                                                         4                                    42 374 0.5   0.25  ≦0.125                                                                       1    0.25  0.25   4                                    42 379 0.25  ≦0.125                                                                        ≦0.125                                                                       0.5  ≦0.125                                                                        ≦0.125                                                                         8                                    42 380 ≦0.125                                                                        ≦0.125                                                                        ≦0.125                                                                       1    ≦0.125                                                                        ≦0.125                                                                         4                                    42 395 ≦0.125                                                                        ≦0.125                                                                        ≦0.125                                                                       0.5  ≦0.125                                                                        ≦0.125                                                                         4                                    42 396 ≦0.125                                                                        ≦0.125                                                                        ≦0.125                                                                       1    ≦0.125                                                                        ≦0.125                                                                         8                                    42 397 ≦0.125                                                                        ≦0.125                                                                        ≦0.125                                                                       1    ≦0.125                                                                        ≦0.125                                                                         8                                    42 456 0.25  ≦0.125                                                                        ≦0.125                                                                       0.5  ≦0.125                                                                        ≦0.125                                                                         4                                    42 457 0.5   0.25  ≦0.125                                                                       0.5  0.25  0.25   8                                    42 461 0.25  ≦0.125                                                                        ≦0.125                                                                       2    ≦0.125                                                                        ≦0.125                                                                         8                                    42 462 0.25  ≦0.125                                                                        ≦0.125                                                                       0.5  ≦0.125                                                                        ≦0.125                                                                         4                                    42 463 ≦0.125                                                                        ≦0.125                                                                        ≦0.125                                                                       0.5  ≦0.125                                                                        ≦0.125                                                                         4                                    42 464 ≦0.125                                                                        ≦0.125                                                                        ≦0.125                                                                       0.5  ≦0.125                                                                        ≦0.125                                                                         4                                    42 465 ≦0.125                                                                        ≦0.125                                                                        ≦0.125                                                                       2    0.5   0.5    8                                    42 466 0.5   0.25  ≦0.125                                                                       2    0.5   0.5    4                                    42 467 0.25  ≦0.125                                                                        ≦0.125                                                                       2    0.25  0.5    4                                    42 471 0.5   0.25  ≦0.125                                                                       0.5  0.25  0.25   8                                    42 472 0.25  ≦0.125                                                                        ≦0.125                                                                       0.25 ≦0.125                                                                        ≦0.125                                                                         4                                    42 473 0.25  ≦0.125                                                                        ≦0.125                                                                       0.25 ≦0.125                                                                        ≦0.125                                                                         4                                    42 474 0.25  ≦0.125                                                                        ≦0.125                                                                       0.25 0.25  ≦0.125                                                                         4                                    42 531 0.5   0.25  ≦0.125                                                                       0.5  0.25  0.5    8                                    42 532 0.5   0.25  ≦0.125                                                                       1    0.25  0.5    8                                    42 533 0.5   0.25  ≦0.125                                                                       1    0.25  0.5    8                                    42 534 0.5   0.25  ≦0.125                                                                       1    0.25  0.5    8                                    42 535 0.5   0.25  ≦0.125                                                                       1    0.25  0.5    8                                    42 536 0.5   0.25  ≦0.125                                                                       0.5  0.25  0.5    8                                    42 537 0.25  0.25  ≦0.125                                                                       0.5  0.25  0.25   8                                    42 538 0.5   0.25  ≦0.125                                                                       0.5  0.25  0.25   8                                    42 540 0.25  0.125 ≦0.125                                                                       0.25 ≦0.125                                                                        ≦0.125                                                                         4                                    42 541 0.5   0.25  ≦0.125                                                                       0.5  ≦0.125                                                                        0.25   4                                    42 542 0.5   0.5   ≦0.125                                                                       0.5  ≦0.25                                                                         0.5    8                                    42 546 0.25  0.25  ≦0.125                                                                       1    0.25  0.25   4                                    42 547 0.5   0.25  ≦0.125                                                                       0.5  0.25  0.5    4                                    42 548 0.25  ≦0.125                                                                        ≦0.125                                                                       0.5  0.125 0.25   2                                    42 549 0.25  ≦0.125                                                                        ≦0.125                                                                       0.5  0.25  0.25   4                                    42 581 0.125                 0.125 2      4                                    42 582 0.25                  0.25  2      8                                    42 583 1                     0.5   4      8                                    42 584 0.25                  0.25  2      4                                    42 585 0.25                  0.25  8      4                                    42 586 0.25                  0.25  16     4                                    42 587 0.25                  0.25  8      4                                    42 657 0.25                  0.25  4      8                                    42 658 0.125                 0.125 8      4                                    42 661 0.5                   0.25  1      8                                    42 663 4                     1     4      8                                    42 664 1                4    0.5   4      8                                    42 665 0.5                   0.5   2      8                                    42 674 1                     0.5   2      8                                    42 675 0.125                 0.125 1      4                                    42 676 0.25                  0.25  2      8                                    42 685 2                     1     2      8                                    42 686 2                     1     2      8                                    42 687 2                     1     4      8                                    42 688 0.125                 0.25  4      4                                    42 689 0.125                 0.25  4      4                                    42 690 0.5                   0.5   8      4                                    42 781 0.25                  0.125 2      4                                    42 782 0.25                  0.125 2      4                                    42 783 0.25                  0.125 2      8                                    42 811 0.125                 0.125 2      4                                    42 814 0.5                   0.25  8      8                                    42 815 0.125                 0.25  8      8                                    42 817 0.125                 0.25  4      4                                    42 818 0.125                 0.125 4      4                                    42 848 0.125                 0.125 2      4                                    42 849 0.125                 0.125 2      4                                    42 850 0.5                   0.25  2      8                                    42 851 0.5                   0.25  1      8                                    42 852 0.25                  0.125 1      8                                    42 857 0.5                   1     8      8                                    __________________________________________________________________________

The results presented in Table III show good activity on Gram negative bacteria of the products according to the invention.

To evaluate the stability of these products towards beta-lactamases, their MIC was determined on isogenic strains producing and not producing beta-lactamases.

The results are expressed in μg/ml in Table IV.

                                      TABLE IV                                     __________________________________________________________________________     MIC (μg/ml) ON STRAINS PRODUCING BETA-LACTAMASES AND                        NOT PRODUCING (indicated by*)                                                         Strains                                                                        Escherichia coli                                                                         Serrtia liquefaciens                                                                      Proteus vulgaris                                   PRODUCTS    255/L.7    SL 1326 S   GN 76/C.1/3                                 SR no. 255  *    SL/326 A                                                                             *     GN 76/C.1                                                                            *                                           __________________________________________________________________________     41 730 0.25 ≦0.12                                                                        0.5   ≦0.12                                                                         0.25  0.25                                        41 854 ≦0.12                                                                        ≦0.12                                                                        0.25  ≦0.12                                                                         0.25  0.25                                        41 855 ≦0.12                                                                        ≦0.12                                                                        0.25  ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                41 862 ≦0.12                                                                        0.12 ≦0.25                                                                         ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                41 967 ≦0.12                                                                        ≦0.12                                                                        0.25  ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                41 973 0.25 0.25 0.25  ≦0.12                                                                         0.5   0.5                                         41 975 0.5  0.5  0.25  ≦0.12                                                                         0.5   0.5                                         42 022 0.25 0.25 ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                                                         ≦0.12                                42 024 0.25 ≦0.12                                                                        0.25  0.06  0.25  0.25                                        42 027 0.12 0.06 0.25  ≦0.06                                                                         0.12  0.12                                        42 028 0.12 0.12 0.12  ≦0.06                                                                         0.25  0.25                                        42 042 ≦0.12                                                                        ≦0.12                                                                        0.25  ≦0.12                                                                         ≦0.12                                                                         ≦ 0.12                               42 073 0.5  0.25 0.25  ≦0.12                                                                         0.5   0.5                                         42 074 0.5  0.25 0.25  0.12  0.5   0.5                                         42 117 0.125                                                                               0.06 0.12  ≦0.06                                                                         ≦0.06                                                                         ≦0.06                                42 118 0.5  0.25 0.25  0.12  0.5   0.5                                         42 119 0.25 0.12 0.25  ≦0.06                                                                         0.12  0.12                                        42 320 0.0625                                                                              0.0625                                                                              0.125 ≦0.0312                                                                       ≦0.0312                                                                       0.125                                       42 395 0.0625                                                                              0.0625                                                                              0.125 ≦0.0312                                                                       ≦0.0312                                                                       ≦0.0312                              42 456 0.0625                                                                              ≦0.0312                                                                      0.25  0.0625                                                                               ≦0.0312                                                                       0.125                                       42 457 0.125                                                                               ≦0.0312                                                                      0.0625                                                                               0.0625                                                                               ≦0.0312                                                                       0.0625                                      42 466 0.125                                                                               0.125                                                                               1     ≦0.0312                                                                       ≦0.0312                                                                       0.0625                                      42 467 0.0625                                                                              ≦0.0312                                                                      0.125 0.125 ≦0.0312                                                                       0.0625                                      42 474 0.0625                                                                              0.0625                                                                              0.125 ≦0.0312                                                                       0.0625                                                                               0.0625                                      42 531 0.125                                                                               0.0625                                                                              0.125 0.0625                                                                               0.0625                                            42 533 0.125                                                                               0.0625                                                                              0.125 ≦0.0312                                                                       0.0625                                                                               0.125                                       42 535 0.125                                                                               ≦0.0312                                                                      0.0625                                                                               0.125 0.0625                                                                               0.125                                       42 546 0.0625                                                                              ≦0.0312                                                                      0.25  ≦0.0312                                                                       ≦0.0312                                                                       0.125                                       42 547 0.125                                                                               ≦0.0312                                                                      2     0.125 0.0625                                                                               0.25                                        42 548 0.625                                                                               ≦0.0312                                                                      0.125 ≦0.0312                                                                       0.0625                                                                               0.0625                                      42 549 0.125                                                                               0.0625                                                                              0.125 ≦0.0312                                                                       ≦0.0312                                                                       0.0625                                      42 664 0.25 0.0625                                                                              0.25  0.0625                                                                               0.125 0.25                                        42 673 0.25 0.25 0.25  0.0625                                                                               0.25  0.25                                        __________________________________________________________________________

According to the results of table IV, the products according to the invention have an equal or comparable activity on strains producing or not producing beta-lactamases, which shows the good stability towards beta-lactamases.

The therapeutic effectiveness of the products was determined on the septicemic model of the mouse. the septicemia was initiated by the intraperitoneal innoculation of 0.5 ml of a suitable dilution of a suspension of the Escherichia coli SOL 90 strain. The products were administered in solution in a phosphate buffer pH 7.0 in a volume of 0.2 ml sub-cutaneously to batches of 10 mice, 1 to 5 hours after innoculation of the microorganism. After 4 days of observation in the course of which the mortality was noted, the 50% effective doses (DE 50) were calculated by the Muench and Reed method.

The results obtained are shown in Table V.

                  TABLE V                                                          ______________________________________                                         DE.sub.50 (mg/kg) IN THE SEPTICEMIC MODEL                                      IN THE MOUSE                                                                               STRAINS                                                            PRODUCTS      Escherichia coli                                                                           Klebsiella                                           SR no.        SOL 90      RO 30                                                ______________________________________                                         41 730        1.4         0.79                                                 41 854        0.23        0.19                                                 41 855        0.16        0.17                                                 41 862        0.13        0.10                                                 41 973        0.22        0.4                                                  42 042        0.05        ND                                                   42 073        0.33        ND                                                   42 117        0.11        ND                                                   42 119        0.16        ND                                                   ______________________________________                                          ND = not determined                                                      

According to the results of table V, the products, according to the invention, show good IN VIVO therapeutic activity.

In addition, according to tests carried out up till now on animals, the toxicity of the products according to the invention has appeared to be sufficiently low to enable their use in therapeutics.

The products of the invention can hence be employed as antibiotics in human or veterinarian medicine. They have a wide spectrum on Gram negative organisms and can be used in all germ sensitive bacterial infections.

The products can be administered by the general route (parenteral, oral or topically).

The pharmaceutical compositions are produced from the compounds (I) in soluble forms obtained by salification of one of the acid functions of the molecule or of one of the amine functions of the B chain.

The pharmaceutical compositions can be solid or liquid and be presented, for example, in the form of injectable preparations, tablets, gelules, granules, pommades, creams, gels or suppositories. The posology can vary within wide proportions, in particular according to the type and seriousness of the infection to be treated and according to the mode of administration. Mostly, in the adult, by the injectable route, it is comprised between 0.250 g and 4 g per day.

By way of example of pharmaceutical composition, there may be prepared injectable solutions of the sodium salt of SR 41 973:

To a solution of 3 g of dihydrochloride of SR 41 973 in 25 ml of water, is added drop by drop a saturated solution of sodium bicarbonate. When the pH is 3, the solution is filtered. The pH is then adjusted to 3.6 by the addition of some drops of saturated solution of sodium bicarbonate. The solution is cooled to +4° C. and the SR 41 973 starts to crystallize. 75 ml of acetone are added slowly drop by drop. After 1/2 hour of stirring at +4° C., the crystals are filtered and washed twice with a mixture (1-1) of water and acetone and finally washed twice with 20 ml of acetone. The product is dried in the dessicator over P₂ O₅. 1.9 g of the compound SR 41 973 is obtained.

1.25 g of the SR 41 973 so obtained is suspended in 15 ml of water at +4° C. A solution of 0.168 g of sodium bicarbonate in 3 ml of water is added drop by drop. The clear solution thus obtained is frozen and freeze-dried, after sterile filtration, to obtain the sodium salt of 41 973 ready for injection. 

We claim:
 1. Cephalosporin compounds of the formula: ##STR319## in which: the COOA group at the 4 position is an acid radical, or an alkali or alkaline-earth metal salt or an amino acid or amine salt, or an ester radical easily hydrolyzable or metabolically labile and pharmaceutically acceptable,X denotes an oxygen atom or a sulfur atom, n is zero or 1, R₁ and R₂ each denote, independently, hydrogen or a lower alkyl group, or R₁ and R₂ taken together with the carbon atom to which they are linked form a cyclobutyl or cyclopentyl nucleus, B is the residue of a primary or secondary amine selected from the group consisting of Z--NH--R where Z is a straight or branched chain alkylene group having from 2 to 7 carbon atoms, optionally interrupted by a sulfur atom and optionally substituted by a hydroxyl, thiol, methylthio, amino acetamido, carbamoyl, phenyl, hydroxyphenyl or imidazoyl group, a cyclopentylidene or cyclohexylidene group, R represents a hydrogen atom or an alkyl group having from 1 to 3 carbon atoms, Z'--Alk--NH--R where Z' represents a 1,2-phenylene or 1,3-phenylene or 1,4-phenylene group optionally substituted by a halogen atom or by 1 or 2 methoxy groups or by 1, 2 or 3 methyl groups or Z' represents a 1,2-cyclohexylene, 1,3-cyclohexylene or 1,4-cyclohexylene group, Alk represents a straight or branched alkyl group having from 1 to 3 carbon atoms, ##STR320## where Z' is as defined above, Y denotes an alkyl (CH₂)_(m) group in which m=0, 1, 2, 3 or 4, or a branched alkyl group having 2 or 3 carbon atoms or Y with NH--R" constitutes a ring ##STR321## R' and R", identical or different, having the same meaning as that given for R above, Z"--NH--R where Z" is a 1,3-cyclohexylene or 1,4-cyclohexylene group and R is as previously defined, ##STR322## where R₃ represents a hydrogen atom or a methyl group, n=0 or 1 and Alk and R are as previously defined, a 2-piperidyl, 3-piperidyl or 4-piperidyl group optionally substituted on the nitrogen atom by a --CO--Alk--NH₂ or a ##STR323## group where Alk is as previously defined, and the salts of said compounds with pharmaceutically acceptable acids.
 2. Compounds according to claim 1, which are in one of the syn and anti forms.
 3. Pharmaceutical composition with bacteria-static action containing, as active ingredient, a compound according to claim 1 in combination with a pharmaceutically acceptable vehicle.
 4. Pharmaceutical composition according to claim 3, packaged in the form of ampoules and containing 0.25 to 4 g of the compound according to claim
 1. 